Hui Li, Aoyun Lu, Yanqiu Zhang, Yanqing Peng, G. Song
{"title":"Synthesis of novel azabicyclo derivatives containing a thiazole moiety and their biological activity against pine-wood nematodes","authors":"Hui Li, Aoyun Lu, Yanqiu Zhang, Yanqing Peng, G. Song","doi":"10.1080/10426507.2019.1700260","DOIUrl":"https://doi.org/10.1080/10426507.2019.1700260","url":null,"abstract":"Abstract To explore a new skeleton with nematicidal activity, a series of novel azabicyclo derivatives containing a thiazole moiety were designed, synthesized and evaluated for their nematicidal activities. The bioassay results against pine-wood nematodes (Bursaphelenchus xylophilus) showed that most of the title compounds displayed nematicidal activity at a concentration of 40 mg/L. Especially, the title compounds2-((8-methyl-8-azabicyclo[3.2.1]octan-3-yl)oxy)-4-(4-chlorophenyl)thiazole (7e), 2-((8-methyl-8-azabicyclo[3.2.1]octan-3-yl)thio)-4-phenylthiazole (10a) and 2-((8-methyl-8-azabicyclo [3.2.1]octan-3-yl)thio)-4-(4-chlorophenyl)thiazole (10e) exhibited more than 90% mortality against Bursaphelenchus xylophilus. Graphical Abstract","PeriodicalId":20043,"journal":{"name":"Phosphorus Sulfur and Silicon and The Related Elements","volume":"20 4 1","pages":"371 - 375"},"PeriodicalIF":0.0,"publicationDate":"2020-05-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"83540889","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}
Siti Syaida Sirat, Hafiz Malik Hussien Abdelnasir, O. Shawkataly
{"title":"A combined X-ray crystallography and theoretical study of PPh2CH2SPh and PPh2C6H4SMe ligands","authors":"Siti Syaida Sirat, Hafiz Malik Hussien Abdelnasir, O. Shawkataly","doi":"10.1080/10426507.2019.1700415","DOIUrl":"https://doi.org/10.1080/10426507.2019.1700415","url":null,"abstract":"Abstract The solid-state structures of compounds PPh2CH2SPh (1) and PPh2C6H4SMe (2) were determined by single crystal X-ray diffraction. Experimental results on the molecular structures of compounds 1 and 2 were supported by Hirshfeld surface analysis and Density Functional Theory (DFT). The computed values calculated at DFT level using B3LYP function with 6-311++G (3df, 3pd) (P, S) and 6-31G* (C, H) basis sets are in good agreement with the experimental results. Graphical Abstract","PeriodicalId":20043,"journal":{"name":"Phosphorus Sulfur and Silicon and The Related Elements","volume":"1 1","pages":"429 - 436"},"PeriodicalIF":0.0,"publicationDate":"2020-05-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"73334685","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}
V. A. Ivolgina, M. S. Chernov'yants, L. Popov, V. V. Suslonov, Natalya A. Avtushenko, Nikolay V. Luanguzov
{"title":"Structural study and thermal behavior of novel interaction product of 4-amino-5-(furan-2-yl)-4H-1,2,4-triazole-3-thione with molecular iodine","authors":"V. A. Ivolgina, M. S. Chernov'yants, L. Popov, V. V. Suslonov, Natalya A. Avtushenko, Nikolay V. Luanguzov","doi":"10.1080/10426507.2019.1700414","DOIUrl":"https://doi.org/10.1080/10426507.2019.1700414","url":null,"abstract":"Abstract As a part of investigation of thyreostatic activity of mercapto-substituted triazoles, the structure, spectroscopic properties of 4-amino-5-(furan-2-yl)-4H-1,2,4-triazole-3-thione were obtained. 4-amino-5-(furan-2-yl)-4H-1,2,4-triazole-3-thione forms steady charge-transfer complex in dilute chloroform solution, coordinating one iodine molecule (lgβ = 3.47). The reaction product of 4-amino-5-(furan-2-yl)-4H-1,2,4-triazole-3-thione is presented by uncharged adduct: C6H6N4OS·I2. The crystal structure of the adduct was studied in detail by single crystal X-ray diffraction. The results of thermogravimetric analysis revealed the stability of adduct in a solid state at the temperature range 50–500 °C. Graphical Abstract","PeriodicalId":20043,"journal":{"name":"Phosphorus Sulfur and Silicon and The Related Elements","volume":"30 1","pages":"421 - 428"},"PeriodicalIF":0.0,"publicationDate":"2020-05-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"89864757","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}
{"title":"An efficient hydrocyanation of α, β-unsaturated diesters with TMSCN catalyzed by MgI2 etherate","authors":"Haokun Pan, Hua Li, Huijun Liu, Xingxian Zhang","doi":"10.1080/10426507.2019.1700377","DOIUrl":"https://doi.org/10.1080/10426507.2019.1700377","url":null,"abstract":"Abstract A mild, efficient and highly regioselective addition of trimethylsilyl cyanide (TMSCN) to α,β-unsaturated diesters has been achieved by using MgI2 etherate as catalyst under solvent-free conditions. This protocol provides the corresponding β-cyano esters in high yields. Graphical Abstract","PeriodicalId":20043,"journal":{"name":"Phosphorus Sulfur and Silicon and The Related Elements","volume":"470 1","pages":"388 - 391"},"PeriodicalIF":0.0,"publicationDate":"2020-05-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"79910803","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}
Lingxiao Guo, Yanyun Bai, Dianlong Zhang, Guoyong Wang
{"title":"Synthesis and properties of a glucono-δ-lactone-modified silicone surfactant from high-amine-value amodimethicone","authors":"Lingxiao Guo, Yanyun Bai, Dianlong Zhang, Guoyong Wang","doi":"10.1080/10426507.2019.1700378","DOIUrl":"https://doi.org/10.1080/10426507.2019.1700378","url":null,"abstract":"Abstract High-amine-value aminopropyl polysiloxanes (APSO) were designed and synthesized via two different methods. APSO was then aminated with glucono-δ-lactone (GL) to produce sugar-modified amodimethicone (GLAP). The properties of GLAP were investigated systematically. GLAP has a low critical aggregation concentration (CAC) and displays low surface tensions at CAC (γCAC). GLAP forms spherical aggregates in solution. Formation of micelles and adsorption at the air-water interface are spontaneous. Moreover, its good solubility and excellent wetting properties make GLAP a potential candidate for application in paints, coatings, and agricultural adjuvants. Graphical Abstract","PeriodicalId":20043,"journal":{"name":"Phosphorus Sulfur and Silicon and The Related Elements","volume":"43 1","pages":"392 - 398"},"PeriodicalIF":0.0,"publicationDate":"2020-05-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"85536479","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}
A. Gobouri, Naif A. Alshanbari, M. A. Mohamed, S. Abdel‐Hafez
{"title":"One pot synthesis of ethyl carboxylate and acetyl selenolo[2,3-b]quinoline derivatives and their tetra/pentacyclic systems","authors":"A. Gobouri, Naif A. Alshanbari, M. A. Mohamed, S. Abdel‐Hafez","doi":"10.1080/10426507.2019.1662015","DOIUrl":"https://doi.org/10.1080/10426507.2019.1662015","url":null,"abstract":"Abstract Ethylcarboxylate and acetyl selenoloquinoline derivatives were prepared in a one pot synthesis via reaction of sodium hydrogen selenide and 2-chloro-3-cyano-4-methylquinoline followed by reactions with ethyl chloroacetate and chloro acetone respectively which used as precursors to synthesize many of tetra and pentacyclic systems. A new series of pyrimido [4′,5′:4,5]selenolo[2,3-b]quinoline, thiazino[2’,3’:4,5]selenolo[2,3-b]quinoline, oxazino[2',3':4,5]selenolo[3,2-b]quinoline, pyrido[2′,3′:4,5]selenolo[2,3-b]quinoline, pyrido[2′,3′:4,5]selenolo[2,3-b]quinoline-2-substituted selenyl and selenolo[2′,3′:5,6]pyrido[2″,3″:4,5]selenolo[2,3-b]quinoline derivatives were prepared. Elemental analysis, IR, 1H NMR, 13C NMR and mass spectra confirmed the structures of the newly synthesized compounds. Graphical Abstract","PeriodicalId":20043,"journal":{"name":"Phosphorus Sulfur and Silicon and The Related Elements","volume":"84 1","pages":"211 - 217"},"PeriodicalIF":0.0,"publicationDate":"2020-03-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"84291333","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}
{"title":"Synthesis of functionalized selenazole derivatives via a three-component condensation of ethyl-2-chloro-3-oxo-butyrate, potassium selenocyanate and hydrazine or hydrazide derivatives","authors":"Marziyeh Pourmosavi, M. Mosslemin, A. Hassanabadi","doi":"10.1080/10426507.2019.1674300","DOIUrl":"https://doi.org/10.1080/10426507.2019.1674300","url":null,"abstract":"Abstract A simple, one-pot synthesis of five highly functionalized selenazole derivatives has been achieved in moderate-to-good yields via a three-component condensation of ethyl-2-chloro-3-oxo-butyrate, potassium selenocyanate and various substituted hydrazines or hydrazides in acetone at room temperature. Graphical Abstract","PeriodicalId":20043,"journal":{"name":"Phosphorus Sulfur and Silicon and The Related Elements","volume":"25 1","pages":"245 - 248"},"PeriodicalIF":0.0,"publicationDate":"2020-03-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"80295594","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}
{"title":"Silica-supported tungstic acid (STA): A recyclable catalyst for the synthesis of 1H-indazolo [1,2-b]phthalazine-trione and spiro-triazolo[1,2-a]indazole-tetraone derivatives under solvent-free condition","authors":"A. M. Jadhav, S. Balwe, Y. Jeong","doi":"10.1080/10426507.2019.1661414","DOIUrl":"https://doi.org/10.1080/10426507.2019.1661414","url":null,"abstract":"Abstract An efficient one-pot synthesis of 1 H-indazolo[1,2-b]phthalazine-trione and spiro-triazolo[1,2-a]indazole-tetraone derivatives via three-component condensation reaction of phthalhydrazide or 4-phenylurazole, aldehydes or isatins and dimedone in the presence of a catalytic amount of silica-supported tungstic acid (STA), as a heterogeneous solid acid catalyst under solvent-free conditions is presented. This ecofriendly protocol offers several advantages such as a cost-effective procedure with excellent yields, short reaction time, simple workup, recovery and reusability of catalyst with broad scope of usable substrates. This has made the protocol sustainable and economic. Graphical Abstract","PeriodicalId":20043,"journal":{"name":"Phosphorus Sulfur and Silicon and The Related Elements","volume":"240 1","pages":"201 - 210"},"PeriodicalIF":0.0,"publicationDate":"2020-03-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"91529523","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}
S. Matavos-Aramyan, Sadaf Soukhakian, M. Jazebizadeh
{"title":"Selected methods for the synthesis of sulfoxides and sulfones with emphasis on oxidative protocols","authors":"S. Matavos-Aramyan, Sadaf Soukhakian, M. Jazebizadeh","doi":"10.1080/10426507.2019.1672691","DOIUrl":"https://doi.org/10.1080/10426507.2019.1672691","url":null,"abstract":"Abstract A large variety of organosulfur compounds has been shown to exhibit diverse biological effects such as anti-oxidant effects, anti-inflammatory properties, inhibition of platelet aggregation, reduction of systolic blood pressure, and reduction of cholesterol. In addition, these sulfoxides and sulfones show wide and significant applications as commodity chemicals in various fields of chemistry. Thus, the synthesis of sulfoxides and sulfones has remained a point of attraction for synthetic organic chemists. Selected from an array of methods used to synthesize the sulfoxides or sulfones, oxidation of sulfides is the most promising one. This review summarizes chemoselective methods for the synthesis of the sulfoxides and sulfones with focus on the oxidative protocols, which will help researchers to explore and utilize the mentioned protocols for different organic transformations. Graphical Abstract","PeriodicalId":20043,"journal":{"name":"Phosphorus Sulfur and Silicon and The Related Elements","volume":"95 1","pages":"181 - 193"},"PeriodicalIF":0.0,"publicationDate":"2020-03-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"79174769","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}
I. Nizamov, R. Salikhov, I. D. Timushev, Yevgeniy N. Nikitin, I. Nizamov, V. Y. Yakimov, M. Shulaeva, O. K. Pozdeev, E. S. Batyeva, R. Cherkasov, A. S. Ponomareva
{"title":"Pyridinium salts of dithiophosphoric acids on the basis of nicotinic acids and their isomers, 3-hydroxypyridine, and 3-pyridinemethanol","authors":"I. Nizamov, R. Salikhov, I. D. Timushev, Yevgeniy N. Nikitin, I. Nizamov, V. Y. Yakimov, M. Shulaeva, O. K. Pozdeev, E. S. Batyeva, R. Cherkasov, A. S. Ponomareva","doi":"10.1080/10426507.2019.1673749","DOIUrl":"https://doi.org/10.1080/10426507.2019.1673749","url":null,"abstract":"Abstract A new series of chiral carboxypyridinium dithiophosphates were synthesized by the reactions of nicotinic, isonicotinic, and picolinic acids with dithiophosphoric acid on the basis (1S)-endo-(–)-borneol in benzene or ethanol. 5,5-Dimethyl-2-mercapto-2-thiono-1,3,2-dioxaphosphorinane reacted with 3-hydroxypyridine or 3-pyridinemethanol in EtOH to afford the 3-hydroxypyridinium and 3-hydroxymethylpyridinium 5,5-dimethyl-2-mercapto-2-thiono-1,3,2-dioxaphosphorinanes which possessed antifungal activity against Candida albicans. Graphical Abstract","PeriodicalId":20043,"journal":{"name":"Phosphorus Sulfur and Silicon and The Related Elements","volume":"80 1","pages":"226 - 230"},"PeriodicalIF":0.0,"publicationDate":"2020-03-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"76007380","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}