{"title":"Synthesis of 2-phenoxyl-2-oxo-1,4,2-oxazaphosphinanes from a three component reaction","authors":"Wen-jie Zhang, Xiling Ding, Zi-Jie Li, Wenzhu Bi, Xiaolan Chen, Yufen Zhao","doi":"10.1080/10426507.2019.1700417","DOIUrl":"https://doi.org/10.1080/10426507.2019.1700417","url":null,"abstract":"Abstract A one-pot synthetic strategy was developed for the synthesis of heterocyclic 1,4,2-oxazaphosphinanes via a three component Kabachnik-Fields reaction of 2-aminophenol, diphenyl H-phosphonate and carbonyl compounds. Through this newly developed method, 12 organophosphorus heterocycles and 2 related chrysin derivatives were synthesized with high yields. The target compounds were characterized by 1H, 31P and 13C NMR and MS. Graphical Abstract","PeriodicalId":20043,"journal":{"name":"Phosphorus Sulfur and Silicon and The Related Elements","volume":"16 1","pages":"359 - 366"},"PeriodicalIF":0.0,"publicationDate":"2020-02-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"88792211","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":"Award announcement: Laureate of the International Arbuzovs Prize in organophosphorus chemistry for 2019","authors":"M. Rudd","doi":"10.1080/10426507.2019.1688919","DOIUrl":"https://doi.org/10.1080/10426507.2019.1688919","url":null,"abstract":"Recently, I received a correspondence from Professor Andrey Karasik, Head of the A.E. Arbuzov Institute of Organic and Physical Chemistry in Tatarstan, Russia, and Member of the Awarding Committee for the International Arbuzovs Prize in Organophosphorus Chemistry. The International Arbuzovs Prize in the Field of Organophosphorus Chemistry was established in memory of the outstanding Russian chemists, Alexander and Boris Arbuzovs, by the President of the Republic of Tatarstan in 1997. The Arbuzovs Prize is awarded biennially to an honored Russian or foreign chemist for a “single scientific achievement or a set of scientific results in the development of phosphorus chemistry.” Professor Karasik wrote: “Laureates of the International Arbuzovs Prize are outstanding scientists from the leading scientific centers of the USA, Japan, China and Europe.” Past winners of the award include: 1997 – Professors Arkady Pudovik (Russia) and Louis Quin (USA) 1999 – Professor Jan Michalski (Poland) 2001 – Professor Francois Mathey (France) 2003 – Professor Edgar Niecke (Germany) 2005 – Professor Masaaki Yoshifuji (Japan) 2007 – Professor Irina P. Beletskaya (Russia)† 2009 – Professor Marian Mikolajczyk (Poland) 2011 – Professor Michael Blackburn (United Kingdom) 2013 – Professor Valerii Kukhar (Ukraine) 2015 – Professor Yufen Zhao (China) 2017 – Professor Manfred Scheer (Germany) ( indicates Editorial/Emeritus Board Member of Phosphorus Sulfur and Silicon and the Related Elements) For 2019, the international committee has chosen Professor Oleg Sinyashin as the winner of this prestigious prize. The presentation of the medal and diploma was made at the Academy of Sciences of the Republic of Tatarstan on 21 October 2019. The Prime Minister of the Republic of Tatarstan bestowed this honor at a ceremony that included many public officials and members of the scientific community, and was followed by a lecture by Professor Sinyashin entitled “Phosphorus as a Structure Forming Element in Organic and Inorganic Chemistry.” The citation indicates that the Awarding Committee recognizes [his] “fundamental results in the synthesis structure and reactivity of trivalent phosphorus compounds and their application in coordination and organometallic chemistry as well as for developing new scientific direction – selective electrochemical activation and functionalization of organic molecules and elemental (white) phosphorus.” He follows Professor Pudovik as the second winner of the Arbuzovs Prize from the School of Chemistry in Kazan.","PeriodicalId":20043,"journal":{"name":"Phosphorus Sulfur and Silicon and The Related Elements","volume":"24 1","pages":"1 - 2"},"PeriodicalIF":0.0,"publicationDate":"2020-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"76339445","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":"Foreword for international conference on phosphorus, boron and silicon 2018","authors":"","doi":"10.1080/10426507.2019.1665235","DOIUrl":"https://doi.org/10.1080/10426507.2019.1665235","url":null,"abstract":"","PeriodicalId":20043,"journal":{"name":"Phosphorus Sulfur and Silicon and The Related Elements","volume":"32 1","pages":"947 - 947"},"PeriodicalIF":0.0,"publicationDate":"2019-10-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"73972155","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":"CuBr2 mediated synthesis of 2-Aminothiazoles from dithiocarbamic acid salts and ketones","authors":"Bao-Qiang Zhang, Lanxiang Shi","doi":"10.1080/10426507.2019.1633316","DOIUrl":"https://doi.org/10.1080/10426507.2019.1633316","url":null,"abstract":"Abstract In a one-pot procedure, CuBr2 has been used as a efficient desulfurizing agent in the synthesis of 2-aminothiazoles by the condensation of in situ-generated 1-substituted thioureas from their dithiocarbamic acid salts, with in situ-generated α-bromoketones from ketones. All reactions were carried out under optimized reaction conditions and gave the target products in 61–95% yield.","PeriodicalId":20043,"journal":{"name":"Phosphorus Sulfur and Silicon and The Related Elements","volume":"59 1","pages":"1134 - 1139"},"PeriodicalIF":0.0,"publicationDate":"2019-07-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"75412811","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":"Foreword for international conference on the organic chemistry of sulfur, ISOCS-28","authors":"Martin D. Rudd","doi":"10.1080/10426507.2019.1612147","DOIUrl":"https://doi.org/10.1080/10426507.2019.1612147","url":null,"abstract":"","PeriodicalId":20043,"journal":{"name":"Phosphorus Sulfur and Silicon and The Related Elements","volume":"18 1","pages":"615 - 615"},"PeriodicalIF":0.0,"publicationDate":"2019-07-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"88523559","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}
Sevil Şenkardeş, I. Han, H. Hançer, Mürüvvet Abbak, Ö. Çevik, Ş. Güniz Küçükgüzel
{"title":"Synthesis, characterization and biological evaluation of some novel sulfonylthiosemicarbazides","authors":"Sevil Şenkardeş, I. Han, H. Hançer, Mürüvvet Abbak, Ö. Çevik, Ş. Güniz Küçükgüzel","doi":"10.1080/10426507.2019.1633320","DOIUrl":"https://doi.org/10.1080/10426507.2019.1633320","url":null,"abstract":"Abstract A series of thiosemicarbazides were synthesized and structurally characterized by spectroscopic techniques (NMR, FT-IR) besides elemental analysis. These compounds were evaluated for their cytotoxicity against human breast cancer cell line MCF7 and prostate cancer cell line PC3 and nonmalignant fibroblast L929 cell line by MTT assay. Among the compounds, N-[2-(4-chlorophenyl)ethyl]-2-[(4-methylphenyl)sulfonyl]hydrazinecarbothioamide (3d) and 2-[(4-methylphenyl)sulfonyl]-N-[4-(trifluoromethoxy)phenyl]hydrazinecarbothioamide (3f) were found to display significant cytotoxicity with IC50 of 13.87 μM (against PC3 cell line) and 1.47 μM (against MCF7 cell line), respectively. These compounds were non-cytotoxic to normal cell line with IC50>100 μM. Western blotting studies demonstrated that compound 3f induced apoptosis and caused cell death in the MCF7 and PC3 cell lines via an increase in Bax protein expression and a slight decrease in Bcl-2 protein expression. The gene expression ratio Bax/Bcl-2 showed the induction of mitochondrial apoptosis in cancer cell lines. All of synthesized compounds have also been tested for antioxidant activity and all compounds achieved strong inhibition of the DPPH radical. These findings showed that compound 3f, displays potential to be further explored in the development of new anticancer agents. Graphical Abstract","PeriodicalId":20043,"journal":{"name":"Phosphorus Sulfur and Silicon and The Related Elements","volume":"59 1","pages":"1164 - 1170"},"PeriodicalIF":0.0,"publicationDate":"2019-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"78522002","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}
Ali Irfan, Fozia Batool, Sajjad Ahmad, R. Ullah, Aeysha Sultan, R. Sattar, Bushra Nisar, Laila Rubab
{"title":"Recent trends in the synthesis of 1,2,3-thiadiazoles","authors":"Ali Irfan, Fozia Batool, Sajjad Ahmad, R. Ullah, Aeysha Sultan, R. Sattar, Bushra Nisar, Laila Rubab","doi":"10.1080/10426507.2019.1633323","DOIUrl":"https://doi.org/10.1080/10426507.2019.1633323","url":null,"abstract":"Abstract 1,2,3-Thiadiazoles, structurally active pharmacophores have attracted significant attention of synthetic chemists, medicinal and pharmaceutical researchers because of their versatile biological activities against various diseases such as herbicidal, insecticidal, antiviral, antitumor, antimicrobial, anticancer, plants activator and anti-amoebic activities. A literature survey of the last decade presented in this review article summarizes the major synthetic approaches, methodologies and strategies adopted for the synthesis of 1,2,3-thiadiazole scaffolds which will be help for medicinal chemists and pharmacists in future synthesis and development of novel therapeutic agents. Graphical Abstract","PeriodicalId":20043,"journal":{"name":"Phosphorus Sulfur and Silicon and The Related Elements","volume":"16 1","pages":"1098 - 1115"},"PeriodicalIF":0.0,"publicationDate":"2019-06-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"81264510","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. Lozynskyi, B. Zimenkovsky, I. Ivasechko, J. Senkiv, A. Gzella, O. Karpenko, R. Stoika, R. Lesyk
{"title":"Synthesis and cytotoxicity of new 2-oxo-7-phenyl-2,3-dihydrothiazolo[4,5-b]pyridine-5-carboxylic acid amides","authors":"A. Lozynskyi, B. Zimenkovsky, I. Ivasechko, J. Senkiv, A. Gzella, O. Karpenko, R. Stoika, R. Lesyk","doi":"10.1080/10426507.2019.1633318","DOIUrl":"https://doi.org/10.1080/10426507.2019.1633318","url":null,"abstract":"Abstract The synthesis and anticancer activity evaluation of new thiazolo[4,5-b]pyridine-5-carboxylic acid amides is described. The structures of the synthesized compounds were confirmed by spectroscopic data and a single crystal X-ray diffraction analysis for 2.4. The synthesized compounds were screened for their in vitro anticancer activity according to US NCI protocols. The most active 7-(4-fluorophenyl)-2-oxo-2,3-dihydrothiazolo[4,5-b]pyridine-5-carboxylic acid (4-chlorophenyl)amide 2.2 and 7-(4-chlorophenyl)-2-oxo-2,3-dihydrothiazolo[4,5-b]pyridine-5-carboxylic acid (4-chlorophenyl)amide 2.5 were screened for their cytotoxicity effects on C6 Rat glioma cells and U373 Human glioblastoma astrocytoma cells which revealed promising results comparable to temozolamide as reference control according MTT assay data. GRAPHICAL ABSTRACT","PeriodicalId":20043,"journal":{"name":"Phosphorus Sulfur and Silicon and The Related Elements","volume":"2 1","pages":"1149 - 1157"},"PeriodicalIF":0.0,"publicationDate":"2019-06-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"79560100","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}
Shasha Zhang, X. Guo, Yuan Zhou, Yalan Yang, Hao Peng, H. He
{"title":"Design, synthesis and herbicidal activity of novel cyclic phosphonates with diaryl ethers containing pyrimidine","authors":"Shasha Zhang, X. Guo, Yuan Zhou, Yalan Yang, Hao Peng, H. He","doi":"10.1080/10426507.2019.1633319","DOIUrl":"https://doi.org/10.1080/10426507.2019.1633319","url":null,"abstract":"Abstract Thirteen novel cyclic phosphates were rationally designed and synthesized by introducing diary ethers containing pyrimidine. All the target compounds were characterized by 1H, 13C, 31P NMR and HRMS. The test of herbicidal activity indicated that most of the compounds showed good herbicidal activities against Amaranthus retroflexus. The compounds IA-2 (1-(5,5-dimethyl-2-oxido-1,3,2-dioxaphosphinan-2-yl)propyl-2-((4,6-dimethoxypyrimidin-2-yl)oxy)benzoate) and IA-3 ((5,5-dimethyl-2-oxido-1,3,2-dioxaphosphinan-2-yl)(phenyl)methyl-2-((4,6-dimethoxypyrimidin-2-yl)oxy)benzoate) exhibited remarkable post-emergency herbicidal activity against the tested monocotyledonous weed at the dosage of 112.5 g ai/ha. Graphical Abstract","PeriodicalId":20043,"journal":{"name":"Phosphorus Sulfur and Silicon and The Related Elements","volume":"9 1","pages":"1158 - 1163"},"PeriodicalIF":0.0,"publicationDate":"2019-06-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"87591122","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":"CeCl3⋅7H2O-catalysed hydrophosphonylation of aldehydes and ketones: An expeditious route to α-hydroxyphosphonates under solvent-free conditions","authors":"R. Mahesh, Rupali Sharma, P. Kour, Anil Kumar","doi":"10.1080/10426507.2019.1633532","DOIUrl":"https://doi.org/10.1080/10426507.2019.1633532","url":null,"abstract":"Abstract A cerium(III) chloride-catalysed expeditious synthesis of α-hydroxyphosphonates via a modified Abramov synthetic protocol has been developed. The scope of the current protocol is broad, with a range of aromatic, α,β-unsaturated and heterocyclic aldehydes being efficiently converted to the anticipated products in very good to excellent yields (89–96%) in 15 min using low catalytic loading. The protocol was efficiently extended to hitherto unactivated cyclic ketones such as cyclopentanone and cyclohexanone to afford the required products in excellent yields. However, the reaction with cyclohexenone delivered a Michael product instead of the anticipated α-hydroxyphosphonates. The solvent-free conditions, low catalytic loadings, avoidance of toxic reagents and good to excellent yields are significant advantages of this protocol. Graphical Abstract","PeriodicalId":20043,"journal":{"name":"Phosphorus Sulfur and Silicon and The Related Elements","volume":"32 1","pages":"1091 - 1097"},"PeriodicalIF":0.0,"publicationDate":"2019-06-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"82058469","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}