SynOpenPub Date : 2023-02-01Epub Date: 2023-03-06DOI: 10.1055/a-2035-6733
Chengwei Liu, Michal Szostak
{"title":"Amide N-C Bond Activation: A Graphical Overview of Acyl and Decarbonylative Coupling.","authors":"Chengwei Liu, Michal Szostak","doi":"10.1055/a-2035-6733","DOIUrl":"10.1055/a-2035-6733","url":null,"abstract":"<p><p>This Graphical Review provides an overview of amide bond activation achieved by selective oxidative addition of the N-C(O) acyl bond to transition metals and nucleophilic acyl addition, resulting in acyl and decarbonylative coupling together with key mechanistic details pertaining to amide bond distortion underlying this reactivity manifold.</p>","PeriodicalId":22135,"journal":{"name":"SynOpen","volume":null,"pages":null},"PeriodicalIF":2.5,"publicationDate":"2023-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10686541/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"41388103","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
SynOpenPub Date : 2023-01-31DOI: 10.1055/a-2063-4139
Sunil Kumar, Mangal S Yadav, Sumit Kumar Singh, S. Rajkhowa, V. Tiwari
{"title":"Synthesis of Calix[4]arene Appended Lactosylated G 1 and Galactosylated G 2 Generation Glycodendrimers using a ‘CuAAC’ Click Approach","authors":"Sunil Kumar, Mangal S Yadav, Sumit Kumar Singh, S. Rajkhowa, V. Tiwari","doi":"10.1055/a-2063-4139","DOIUrl":"https://doi.org/10.1055/a-2063-4139","url":null,"abstract":"A modular click-approach is applied for the expeditious synthesis of lactose- and galactose-coated calixarene cored G1 and G2 generation glycodendrimers, respectively. The developed calixarene glycodendrimers has been characterized by using extensive spectral analysis including NMR (1H and 13C), MS, IR and SEC data.","PeriodicalId":22135,"journal":{"name":"SynOpen","volume":null,"pages":null},"PeriodicalIF":2.5,"publicationDate":"2023-01-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"45687802","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
SynOpenPub Date : 2023-01-31DOI: 10.1055/s-0042-1751453
N. Jahan, Inul Ansary
{"title":"Synthesis of Bioactive Macrocycles Involving Ring-Closing Metathesis Strategy","authors":"N. Jahan, Inul Ansary","doi":"10.1055/s-0042-1751453","DOIUrl":"https://doi.org/10.1055/s-0042-1751453","url":null,"abstract":"This review reports the synthesis of various bioactive macrocycles, involving ring-closing metathesis as a key step, developed since ca. 2000. These macrocycles exhibited biological activities such as antiviral, antifungal, antibacterial, and anticancer activities, and more. Thus, their syntheses and utilization are essential for both synthetic organic and medicinal chemists.","PeriodicalId":22135,"journal":{"name":"SynOpen","volume":null,"pages":null},"PeriodicalIF":2.5,"publicationDate":"2023-01-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"47500608","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
SynOpenPub Date : 2023-01-28DOI: 10.1055/s-0042-1751452
Arun Kumar, A. Yadav, V. Mishra, Deepak Kumar
{"title":"Recent Advancements in Triazole-based Click Chemistry in Cancer Drug Discovery and Development","authors":"Arun Kumar, A. Yadav, V. Mishra, Deepak Kumar","doi":"10.1055/s-0042-1751452","DOIUrl":"https://doi.org/10.1055/s-0042-1751452","url":null,"abstract":"Triazole-based compounds possess a broad range of activity and can be synthesized using click chemistry. Many new chemotherapeutic agents have been developed in recent years by exploiting click chemistry and these are covered in this review.","PeriodicalId":22135,"journal":{"name":"SynOpen","volume":null,"pages":null},"PeriodicalIF":2.5,"publicationDate":"2023-01-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"48527999","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
SynOpenPub Date : 2023-01-26DOI: 10.1055/s-0042-1751451
Y. Chen, Weihong Song, Zhi Zhou, Ziye Zhang, Kai Liu, Xiaofei Zeng, Xiaoyu Han
{"title":"Highly Efficient Synthesis of 3,3-Disubstituted Oxindoles through Direct Oxidative Alkylarylation of N -Arylacrylamides with Simple Alkanes","authors":"Y. Chen, Weihong Song, Zhi Zhou, Ziye Zhang, Kai Liu, Xiaofei Zeng, Xiaoyu Han","doi":"10.1055/s-0042-1751451","DOIUrl":"https://doi.org/10.1055/s-0042-1751451","url":null,"abstract":"A direct oxidative alkylarylation reaction of N-arylacrylamides with simple alkanes for the synthesis of 3,3-disubstituted oxindoles under metal-free conditions was demonstrated. By using PhI(OAc)2 [(diacetoxy)iodobenzene] as an oxidant, a series of 3,3-disubstituted oxindoles bearing different aryl or alkyl substituents were generated in moderate to excellent chemical yields via a radical-initiated alkylation/cyclization process. The reported method features good functional group tolerance and wide substrate range, and provides an effective method for the preparation of various alkyl substituted 3,3-disubstituted oxindoles.","PeriodicalId":22135,"journal":{"name":"SynOpen","volume":null,"pages":null},"PeriodicalIF":2.5,"publicationDate":"2023-01-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"41416167","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
SynOpenPub Date : 2023-01-24DOI: 10.1055/a-2041-0188
Floris Buttard, T. Besset
{"title":"Emergent Strategies for Catalytic Enantioselective Direct Thiocyanation and Selenocyanation Reactions","authors":"Floris Buttard, T. Besset","doi":"10.1055/a-2041-0188","DOIUrl":"https://doi.org/10.1055/a-2041-0188","url":null,"abstract":"The publisher announces that this article has been temporarily removed. An edited version will be published under the same DOI as soon as possible. We thank you for your understanding. If you have any questions, please contact am-query@thieme.com.","PeriodicalId":22135,"journal":{"name":"SynOpen","volume":null,"pages":null},"PeriodicalIF":2.5,"publicationDate":"2023-01-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"41977992","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
SynOpenPub Date : 2023-01-16DOI: 10.1055/a-2035-6493
Suraj N. Mali, Anima Pandey, B. Thorat
{"title":"A Chitosan Hydrochloride Mediated, Simple and Efficient Approach for the Synthesis of Hydrazones, their in vitro Antimycobacterial Evaluations, and Molecular Modeling Studies (Part III)","authors":"Suraj N. Mali, Anima Pandey, B. Thorat","doi":"10.1055/a-2035-6493","DOIUrl":"https://doi.org/10.1055/a-2035-6493","url":null,"abstract":"A simple, eco-friendly and straightforward synthesis of hydrazones have been devised in the presence of Chitosan Hydrochloride as catalyst in aqueous-ethanol medium at room temperature. The current protocol offers metal-free synthesis, adaptability to large-scaleup, good yields, and quicker reaction time. All synthesized hydrazones (3a-3j) were also depicted good antimycobacterial activity with MICs (minimum inhibitory concentrations) ranging from 3.12-6.25 µg/mL. Compound 3b represented strong binding affinity against M. tuberculosis pantothenate synthetase (pdb id: 3IVX) with a Glide docking score of -8.803 kcal/mol. Molecular dynamics simulation analysis of the complex 3b:3IVX retained good stability over the simulation period of 20 ns.","PeriodicalId":22135,"journal":{"name":"SynOpen","volume":null,"pages":null},"PeriodicalIF":2.5,"publicationDate":"2023-01-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"48559780","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
SynOpenPub Date : 2023-01-11DOI: 10.1055/s-0040-1720060
Logan R. Beck, Katherine Xie, Samantha L. Goldschmid, Stavros K. Kariofillis, C. Joe, Trevor C. Sherwood, Melda Sezen-Edmonds, T. Rovis
{"title":"Red-Shifting Blue Light Photoredox Catalysis for Organic Synthesis: A Graphical Review","authors":"Logan R. Beck, Katherine Xie, Samantha L. Goldschmid, Stavros K. Kariofillis, C. Joe, Trevor C. Sherwood, Melda Sezen-Edmonds, T. Rovis","doi":"10.1055/s-0040-1720060","DOIUrl":"https://doi.org/10.1055/s-0040-1720060","url":null,"abstract":"Photoredox catalysis has revolutionized synthetic chemistry in recent decades. However, the field has traditionally used high-energy blue/ultraviolet light to activate chromophores. High-energy irradiation is associated with several drawbacks (e.g., activation of sensitive functional groups, undesired metal-ligand homolysis, background activation of molecules, and poor penetration), which has led researchers to develop alternative systems with lower energy deep red (DR) or near-infrared (NIR) light. This graphical review provides a concise overview of photophysical principles relevant to photoredox catalysis. Several applications that benefit from low-energy irradiation, such as large-scale batch reactions, photodynamic therapy, biological labeling, and multi-photon excitation are reviewed.","PeriodicalId":22135,"journal":{"name":"SynOpen","volume":null,"pages":null},"PeriodicalIF":2.5,"publicationDate":"2023-01-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"48919495","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
SynOpenPub Date : 2023-01-05DOI: 10.1055/a-2081-9249
Kanaram Choupra, Ashish Kumar Aheer, A. Dandia, Meenakshi Jain, Amit Sharma
{"title":"Recent Developments in Ultrasound-Promoted Aqueous-Mediated Greener Synthesis of Biologically Vital Indole Derivatives","authors":"Kanaram Choupra, Ashish Kumar Aheer, A. Dandia, Meenakshi Jain, Amit Sharma","doi":"10.1055/a-2081-9249","DOIUrl":"https://doi.org/10.1055/a-2081-9249","url":null,"abstract":"The extensive usefulness of N-heterocycles as potent bioactive motifs has attracted researchers to expand newer methods for their efficient synthesis. Particularly, indoles are widely known for their prevalent pharmacological properties. Green chemistry provides various facile synthetic tools viz. alternative energy resources, nonconventional solvents, nano-catalysts, etc. Modern strategies of using ultrasound waves as alternative energy resource in organic synthesis lead to the development of environment friendly and cost effective techniques. The chemical and mechanical effects of ultrasound waves impart significant enhancement in both stoichiometric and catalytic reactions. The exclusive physicochemical properties of water offer its widespread utility for carrying out organic reactions in it. The aim of this review article is to provide an inclusive summary of combined use of ultrasound and aqueous media for the facile synthesis of biologically vital indole derivatives.","PeriodicalId":22135,"journal":{"name":"SynOpen","volume":null,"pages":null},"PeriodicalIF":2.5,"publicationDate":"2023-01-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"43994769","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
SynOpenPub Date : 2023-01-02DOI: 10.1055/a-2038-6055
G. Aquino, F. Silva-Jr, S. Ferreira
{"title":"Ethyl Diazoacetate","authors":"G. Aquino, F. Silva-Jr, S. Ferreira","doi":"10.1055/a-2038-6055","DOIUrl":"https://doi.org/10.1055/a-2038-6055","url":null,"abstract":"Ethyl diazoacetate (EDA) is a very important reagent for different types of organic reactions. It can be used to synthesize cyclopropanes, cyclopropenes, triazoles and pyrazolines, and also for cycloaddition reactions, reactions involving transition metals, olefinations of aldehydes, when it is necessary to introduce an ester group in the molecule scaffold, and in processes like continuous flow methods. In summary, EDA is a first-choice reagent for many organic chemists in their daily reactions.","PeriodicalId":22135,"journal":{"name":"SynOpen","volume":null,"pages":null},"PeriodicalIF":2.5,"publicationDate":"2023-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"49654945","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}