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一种用于构建γ-芳基烯丙基磺酰氟的区域和立体选择性Heck-Matsuda反应过程。

A regio- and stereoselective Heck-Matsuda process for construction of γ-aryl allylsulfonyl fluorides.

作者信息

Qin Hao-Yong, Gui Houying, Zhang Zai-Wei, Shu Tao, Qin Hua-Li

机构信息

School of Chemistry, Chemical Engineering and Life Sciences, Wuhan University of Technology Wuhan 430070 China

出版信息

RSC Adv. 2022 Jul 4;12(30):19402-19405. doi: 10.1039/d2ra03733e. eCollection 2022 Jun 29.

DOI:10.1039/d2ra03733e
PMID:35865583
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9251648/
Abstract

A highly efficient regio- and stereoselective Heck-Matsuda method was developed employing aryl diazoniums and allylsulfonyl fluorides for the construction of a class of novel γ-aryl allylsulfonyl fluorides in the presence of Pd(OAc) and PPh. The method features excellent regio- and stereoselectivity (up to 100% -selectivity), broad substrate scope and mild reaction conditions. Further application of γ-aryl allylsulfonyl fluoride in SuFEx reactions was achieved to provide their corresponding sulfonates and sulfonamides in excellent yields.

摘要

开发了一种高效的区域和立体选择性Heck-Matsuda方法，该方法使用芳基重氮盐和烯丙基磺酰氟，在Pd(OAc)和PPh存在下构建一类新型的γ-芳基烯丙基磺酰氟。该方法具有优异的区域和立体选择性（高达100%选择性）、广泛的底物范围和温和的反应条件。实现了γ-芳基烯丙基磺酰氟在SuFEx反应中的进一步应用，以优异的产率提供其相应的磺酸盐和磺酰胺。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8aa1/9251648/eac24481d84a/d2ra03733e-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8aa1/9251648/00955d333609/d2ra03733e-f1.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8aa1/9251648/00955d333609/d2ra03733e-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8aa1/9251648/b9b8968b4bbb/d2ra03733e-s1.jpg
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