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Synthesis of anti-vicinal diboronates from diarylethynes and B2pin2

查看全文 作  者:Zhijie [1]Kuang;Shaoyu [1]Mai;Kai [2]Yang;Qiuling [1,2]Song 高影响力作者 机构地区:[1]Institute of Next Generation Matter Transformation,College of Chemical Engineering and College of Material Sciences Engineering,Huaqiao University,Xiamen 361021,China;[2]Key Laboratory of Molecule Synthesis and Function Discovery,Fujian Province University,College of Chemistry at Fuzhou University,Fuzhou 350108,China高影响力机构 出  处:《Science Bulletin》索引2019年第64卷第22期,共6页高影响力期刊 基  金:supported by the National Natural Science Foundation of China (21772046);the Natural Science Foundation of Fujian Province (2016J01064);the Subsidized Project for Cultivating Postgraduates’ Innovative Ability in Scientific Research of Huaqiao University 摘  要:Anti-vicinal diboronates were fabricated from easily available diarylethynes and B2pin2via a basecatalyzed domino-borylation-protodeboronation(DBP)strategy under transition-metal-free conditions.Under the standard conditions,reactants with a range of different classes of functional groups on the rings,such as Me O,Me S,CF3O,Me2N,TMS,I,Br,Cl,F,and the thiophene ring,were tolerated.Downstream transformation of the vicinal diboronates provided a facile pathway for obtaining vicinal diols by mild oxidation with Na BO3,and a new deuteriation technique was developed in order to acquire1,2-diarylethanes-1,2-d2and 1,2-diarylethanes-1,1,2,2-d4.The new deuteriation strategy developed in this study may provide a new research direction for deuteriation chemistry. 关 键 词:Base-catalyzed Diastereo-selective Anti-vicinal diboronates Domino-borylation-protodeboronation Diarylethynes
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