{"title":"One-pot synthesis of (arenediyl)bis(4,5-dihydrofuran-3-carbonitrile)s using Mn(III)-mediated oxidation of (arenediyl)bis(3-oxopropanenitrile)s with 1,1-diarylethenes","authors":"Teruhisa Nakashima (Data curation Formal analysis), Tatsuya Nojiri (Data curation Formal analysis), Shota Ishiguro (Data curation Formal analysis), Hiroshi Nishino (Conceptualization Data curation Formal analysis Funding acquisition Investigation Methodology Project administration Resources Software Supervision Validation Visualization Writing – original draft Writing – review & editing)","doi":"10.1080/00397911.2026.2700638","DOIUrl":"10.1080/00397911.2026.2700638","url":null,"abstract":"<div><div>Oxidation of the Mn(III)-cyanoenolate complex derived from 3,3′-(1,4-phenylene)bis(3-oxopropanenitrile) (<strong>1</strong>) with 1,1-diarylethenes <strong>2a–c</strong> proceeded in a one-pot manner in refluxing AcOH, affording the corresponding 2,2’-(1,4-phenylene)bis(5,5-diaryl-4,5-dihydrofuran-3-carbonitrile)s in good yields. Similarly, Mn(III)-mediated reactions of (arenediyl)bis(3-oxopropanenitrile)s derived from dibenzothiophene, dibenzofuran, fluorene, and xanthene afforded the corresponding (arenediyl)bis(4,5-dihydrofuran-3-carbonitrile)s <strong>9–12</strong>. Various transformations of the (arenediyl)bis(3-oxopropanenitrile)s <strong>5–8</strong> and their corresponding products <strong>9–12</strong> were proposed.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 14","pages":"Pages 1105-1115"},"PeriodicalIF":2.0,"publicationDate":"2026-07-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148666797","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Formal synthesis of 11-β-methoxycurvularin","authors":"Ravan Kumar (Data curation Formal analysis Investigation Methodology), Kanchan Chakraborty (Formal analysis Investigation Methodology), Sanhita Chowdhury (Methodology), Sumit Saha (Conceptualization Formal analysis Investigation Writing – original draft Writing – review & editing)","doi":"10.1080/00397911.2026.2706131","DOIUrl":"10.1080/00397911.2026.2706131","url":null,"abstract":"<div><div>An efficient stereospecific protocol for the formal synthesis of benzannulated macrolactone 11-<em>β</em>-methoxycurvularin was established. The key transformations include the regioselective epoxide opening and Steglich esterification for the formation of the polyketide chain and intramolecular Friedel-Crafts acylation for macrocyclization, providing an efficient route toward the synthesis of related biologically active natural products.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 14","pages":"Pages 1125-1132"},"PeriodicalIF":2.0,"publicationDate":"2026-07-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148666799","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Synthetic CommunicationsPub Date : 2026-07-18Epub Date: 2026-08-04DOI: 10.1080/00397911.2026.2707329
Kazi Kawsar Ahmed (Investigation), Fazlur Rahman (Investigation), Gaurav Rastogi (Data curation), Samiyara Begum (Software), Monsur Ali (Investigation), Mohit L. Deb (Conceptualization Supervision Writing – review & editing)
{"title":"Metal-free iodine/NaHCO3-promoted domino synthesis of spiro-pyrimidines at room temperature with preliminary molecular docking evaluation","authors":"Kazi Kawsar Ahmed (Investigation), Fazlur Rahman (Investigation), Gaurav Rastogi (Data curation), Samiyara Begum (Software), Monsur Ali (Investigation), Mohit L. Deb (Conceptualization Supervision Writing – review & editing)","doi":"10.1080/00397911.2026.2707329","DOIUrl":"10.1080/00397911.2026.2707329","url":null,"abstract":"<div><div>A metal-free protocol for the synthesis of spiro-pyrimidine derivatives has been developed <em>via</em> an iodine/NaHCO<sub>3</sub>-promoted domino reaction of barbituric acids with aromatic aldehydes at room temperature in 1-1.5 h. Using an EtOH-H<sub>2</sub>O (1:1) medium, the method affords diverse spiro frameworks in good to excellent yields (up to 94%) under mild and operationally simple conditions, without transition metals or harsh reagents. Mechanistic insights suggest a sequential pathway of Knoevenagel condensation, Michael addition, and iodine-assisted intramolecular cyclization. Preliminary molecular docking studies suggest possible interactions with EGFR and CYP51 targets, supporting further biological evaluation. This protocol provides a practical and sustainable route to synthetically valuable spiro-pyrimidine scaffolds.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 14","pages":"Pages 1133-1143"},"PeriodicalIF":2.0,"publicationDate":"2026-07-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148666800","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Synthetic CommunicationsPub Date : 2026-07-18Epub Date: 2026-06-11DOI: 10.1080/00397911.2026.2676704
Kainat Zohra (Validation Writing – original draft Writing – review & editing), Akbar Ali (Conceptualization Investigation Methodology Supervision Writing – original draft Writing – review & editing), Muhammad Ibrahim (Project administration Validation Visualization Writing – review & editing), Taciane Santos Pitteri (Software Validation Writing – review & editing), Lucas Campos Curcino Vieira (Supervision Writing – original draft Writing – review & editing)
{"title":"Microwave-assisted sustainable synthesis of five-membered heterocycles: Access to nitrogen-, oxygen-, and sulfur-containing scaffolds","authors":"Kainat Zohra (Validation Writing – original draft Writing – review & editing), Akbar Ali (Conceptualization Investigation Methodology Supervision Writing – original draft Writing – review & editing), Muhammad Ibrahim (Project administration Validation Visualization Writing – review & editing), Taciane Santos Pitteri (Software Validation Writing – review & editing), Lucas Campos Curcino Vieira (Supervision Writing – original draft Writing – review & editing)","doi":"10.1080/00397911.2026.2676704","DOIUrl":"10.1080/00397911.2026.2676704","url":null,"abstract":"<div><div>Microwave irradiation has transformed the synthesis of five-membered heterocycles by significantly increasing reaction rates and improving efficiency. Microwave-assisted procedures can do in minutes what traditional heating takes days to achieve, often resulting in superior yields and purities. These methods generally function in milder, solvent-reduced conditions, conforming to green chemistry principles by minimizing energy use and waste. This review discusses current progress in the synthesis of a diverse array of five-membered rings including nitrogen, oxygen, and sulfur such as indoles, pyrroles, pyrazoles, imidazoles, oxazoles, furans, and thiophenes via microwave techniques. It also discusses key methodologies and substrate scopes, noting how microwave heating improves selectivity, yield, and speed of reactions. It explains how fast and efficient methods can also be environmentally friendly, helping shape the future of green heterocyclic chemistry.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 14","pages":"Pages 1069-1104"},"PeriodicalIF":2.0,"publicationDate":"2026-07-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148666778","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"One-pot synthesis of (arenediyl)bis(4,5-dihydrofuran-3-carbonitrile)s using Mn(III)-mediated oxidation of (arenediyl)bis(3-oxopropanenitrile)s with 1,1-diarylethenes","authors":"Teruhisa Nakashima (Data curation Formal analysis), Tatsuya Nojiri (Data curation Formal analysis), Shota Ishiguro (Data curation Formal analysis), Hiroshi Nishino (Conceptualization Data curation Formal analysis Funding acquisition Investigation Methodology Project administration Resources Software Supervision Validation Visualization Writing – original draft Writing – review & editing)","doi":"10.1080/00397911.2026.2700638","DOIUrl":"10.1080/00397911.2026.2700638","url":null,"abstract":"<div><div>Oxidation of the Mn(III)-cyanoenolate complex derived from 3,3′-(1,4-phenylene)bis(3-oxopropanenitrile) (<strong>1</strong>) with 1,1-diarylethenes <strong>2a–c</strong> proceeded in a one-pot manner in refluxing AcOH, affording the corresponding 2,2’-(1,4-phenylene)bis(5,5-diaryl-4,5-dihydrofuran-3-carbonitrile)s in good yields. Similarly, Mn(III)-mediated reactions of (arenediyl)bis(3-oxopropanenitrile)s derived from dibenzothiophene, dibenzofuran, fluorene, and xanthene afforded the corresponding (arenediyl)bis(4,5-dihydrofuran-3-carbonitrile)s <strong>9–12</strong>. Various transformations of the (arenediyl)bis(3-oxopropanenitrile)s <strong>5–8</strong> and their corresponding products <strong>9–12</strong> were proposed.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 14","pages":"Pages 1105-1115"},"PeriodicalIF":2.0,"publicationDate":"2026-07-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148666779","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Formal synthesis of 11-β-methoxycurvularin","authors":"Ravan Kumar (Data curation Formal analysis Investigation Methodology), Kanchan Chakraborty (Formal analysis Investigation Methodology), Sanhita Chowdhury (Methodology), Sumit Saha (Conceptualization Formal analysis Investigation Writing – original draft Writing – review & editing)","doi":"10.1080/00397911.2026.2706131","DOIUrl":"10.1080/00397911.2026.2706131","url":null,"abstract":"<div><div>An efficient stereospecific protocol for the formal synthesis of benzannulated macrolactone 11-<em>β</em>-methoxycurvularin was established. The key transformations include the regioselective epoxide opening and Steglich esterification for the formation of the polyketide chain and intramolecular Friedel-Crafts acylation for macrocyclization, providing an efficient route toward the synthesis of related biologically active natural products.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 14","pages":"Pages 1125-1132"},"PeriodicalIF":2.0,"publicationDate":"2026-07-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148666781","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Synthetic CommunicationsPub Date : 2026-07-18Epub Date: 2026-06-11DOI: 10.1080/00397911.2026.2676704
Kainat Zohra (Validation Writing – original draft Writing – review & editing), Akbar Ali (Conceptualization Investigation Methodology Supervision Writing – original draft Writing – review & editing), Muhammad Ibrahim (Project administration Validation Visualization Writing – review & editing), Taciane Santos Pitteri (Software Validation Writing – review & editing), Lucas Campos Curcino Vieira (Supervision Writing – original draft Writing – review & editing)
{"title":"Microwave-assisted sustainable synthesis of five-membered heterocycles: Access to nitrogen-, oxygen-, and sulfur-containing scaffolds","authors":"Kainat Zohra (Validation Writing – original draft Writing – review & editing), Akbar Ali (Conceptualization Investigation Methodology Supervision Writing – original draft Writing – review & editing), Muhammad Ibrahim (Project administration Validation Visualization Writing – review & editing), Taciane Santos Pitteri (Software Validation Writing – review & editing), Lucas Campos Curcino Vieira (Supervision Writing – original draft Writing – review & editing)","doi":"10.1080/00397911.2026.2676704","DOIUrl":"10.1080/00397911.2026.2676704","url":null,"abstract":"<div><div>Microwave irradiation has transformed the synthesis of five-membered heterocycles by significantly increasing reaction rates and improving efficiency. Microwave-assisted procedures can do in minutes what traditional heating takes days to achieve, often resulting in superior yields and purities. These methods generally function in milder, solvent-reduced conditions, conforming to green chemistry principles by minimizing energy use and waste. This review discusses current progress in the synthesis of a diverse array of five-membered rings including nitrogen, oxygen, and sulfur such as indoles, pyrroles, pyrazoles, imidazoles, oxazoles, furans, and thiophenes via microwave techniques. It also discusses key methodologies and substrate scopes, noting how microwave heating improves selectivity, yield, and speed of reactions. It explains how fast and efficient methods can also be environmentally friendly, helping shape the future of green heterocyclic chemistry.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 14","pages":"Pages 1069-1104"},"PeriodicalIF":2.0,"publicationDate":"2026-07-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148666801","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Synthetic CommunicationsPub Date : 2026-07-18Epub Date: 2026-08-04DOI: 10.1080/00397911.2026.2706650
Jinquan Chen (Data curation Investigation Methodology Project administration Supervision Validation Writing – original draft Writing – review & editing), Xi Wang (Project administration Validation)
{"title":"Synthesis of a key intermediate of sacubitril via asymmetric hydrogenation","authors":"Jinquan Chen (Data curation Investigation Methodology Project administration Supervision Validation Writing – original draft Writing – review & editing), Xi Wang (Project administration Validation)","doi":"10.1080/00397911.2026.2706650","DOIUrl":"10.1080/00397911.2026.2706650","url":null,"abstract":"<div><div>Sacubitril is a key component of the first-line heart failure and hypertension drug sacubitril/valsartan, and its chiral intermediate is crucial for industrial production. Current synthetic methods suffer from high catalyst cost, harsh conditions, and low chiral resolution efficiency. In this work, an efficient and scalable asymmetric hydrogenation route was developed for the synthesis of the sacubitril key chiral intermediate. Using commercially available chiral ruthenium complex Ru(OAc)<sub>2</sub>[(<em>S</em>)-dtbm-segphos] as a catalyst with 0.1% w/w loading, the reaction was carried out in methanol at 25 °C under 2.5 MPa H<sub>2</sub> for 6 h, achieving >99.9% conversion and up to 91.7% crude enantiomeric excess (<em>ee</em>). After simple recrystallization with ethyl acetate/<em>n</em>-heptane, <em>ee</em> was up to 99.9% with 82% isolated yield. The 200 g scale-up reaction maintained >99.9% conversion, 99.8% <em>ee</em> and 79% yield. This protocol features low cost, simple operation, high stereoselectivity, and good reproducibility, providing a practical industrial route for sacubitril intermediate preparation.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 14","pages":"Pages 1116-1124"},"PeriodicalIF":2.0,"publicationDate":"2026-07-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148666780","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Synthetic CommunicationsPub Date : 2026-07-18Epub Date: 2026-08-04DOI: 10.1080/00397911.2026.2707329
Kazi Kawsar Ahmed (Investigation), Fazlur Rahman (Investigation), Gaurav Rastogi (Data curation), Samiyara Begum (Software), Monsur Ali (Investigation), Mohit L. Deb (Conceptualization Supervision Writing – review & editing)
{"title":"Metal-free iodine/NaHCO3-promoted domino synthesis of spiro-pyrimidines at room temperature with preliminary molecular docking evaluation","authors":"Kazi Kawsar Ahmed (Investigation), Fazlur Rahman (Investigation), Gaurav Rastogi (Data curation), Samiyara Begum (Software), Monsur Ali (Investigation), Mohit L. Deb (Conceptualization Supervision Writing – review & editing)","doi":"10.1080/00397911.2026.2707329","DOIUrl":"10.1080/00397911.2026.2707329","url":null,"abstract":"<div><div>A metal-free protocol for the synthesis of spiro-pyrimidine derivatives has been developed <em>via</em> an iodine/NaHCO<sub>3</sub>-promoted domino reaction of barbituric acids with aromatic aldehydes at room temperature in 1-1.5 h. Using an EtOH-H<sub>2</sub>O (1:1) medium, the method affords diverse spiro frameworks in good to excellent yields (up to 94%) under mild and operationally simple conditions, without transition metals or harsh reagents. Mechanistic insights suggest a sequential pathway of Knoevenagel condensation, Michael addition, and iodine-assisted intramolecular cyclization. Preliminary molecular docking studies suggest possible interactions with EGFR and CYP51 targets, supporting further biological evaluation. This protocol provides a practical and sustainable route to synthetically valuable spiro-pyrimidine scaffolds.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 14","pages":"Pages 1133-1143"},"PeriodicalIF":2.0,"publicationDate":"2026-07-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148666782","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Synthetic CommunicationsPub Date : 2026-07-18Epub Date: 2026-08-04DOI: 10.1080/00397911.2026.2706650
Jinquan Chen (Data curation Investigation Methodology Project administration Supervision Validation Writing – original draft Writing – review & editing), Xi Wang (Project administration Validation)
{"title":"Synthesis of a key intermediate of sacubitril via asymmetric hydrogenation","authors":"Jinquan Chen (Data curation Investigation Methodology Project administration Supervision Validation Writing – original draft Writing – review & editing), Xi Wang (Project administration Validation)","doi":"10.1080/00397911.2026.2706650","DOIUrl":"10.1080/00397911.2026.2706650","url":null,"abstract":"<div><div>Sacubitril is a key component of the first-line heart failure and hypertension drug sacubitril/valsartan, and its chiral intermediate is crucial for industrial production. Current synthetic methods suffer from high catalyst cost, harsh conditions, and low chiral resolution efficiency. In this work, an efficient and scalable asymmetric hydrogenation route was developed for the synthesis of the sacubitril key chiral intermediate. Using commercially available chiral ruthenium complex Ru(OAc)<sub>2</sub>[(<em>S</em>)-dtbm-segphos] as a catalyst with 0.1% w/w loading, the reaction was carried out in methanol at 25 °C under 2.5 MPa H<sub>2</sub> for 6 h, achieving >99.9% conversion and up to 91.7% crude enantiomeric excess (<em>ee</em>). After simple recrystallization with ethyl acetate/<em>n</em>-heptane, <em>ee</em> was up to 99.9% with 82% isolated yield. The 200 g scale-up reaction maintained >99.9% conversion, 99.8% <em>ee</em> and 79% yield. This protocol features low cost, simple operation, high stereoselectivity, and good reproducibility, providing a practical industrial route for sacubitril intermediate preparation.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 14","pages":"Pages 1116-1124"},"PeriodicalIF":2.0,"publicationDate":"2026-07-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148666798","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}