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用4-甲基苯磺酰亚硒酸-(三氟甲基)酯对末端炔烃进行亲电三氟甲基硒化反应。

Electrophilic trifluoromethylselenolation of terminal alkynes with -(trifluoromethyl) 4-methylbenzenesulfonoselenoate.

作者信息

Ghiazza Clément, Tlili Anis, Billard Thierry

机构信息

Institute of Chemistry and Biochemistry, Univ Lyon, Université Lyon 1, CNRS, 43 Bd du 11 novembre 1918, F-69622 Villeurbanne, France.

CERMEP-In vivo Imaging, Groupement Hospitalier Est, 59 Bd Pinel, F-69003 Lyon, France.

出版信息

Beilstein J Org Chem. 2017 Dec 7;13:2626-2630. doi: 10.3762/bjoc.13.260. eCollection 2017.

DOI:10.3762/bjoc.13.260
PMID:29259673
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC5727788/
Abstract

Herein the nucleophilic addition of -(trifluoromethyl) 4-methylbenzenesulfonoselenoate, a stable and easy-to-handle reagent, to alkynes is described. This reaction provides trifluoromethylselenylated vinyl sulfones with good results and the method was extended also to higher fluorinated homologs. The obtained compounds are valuable building blocks for further syntheses of fluoroalkylselenolated molecules.

摘要

本文描述了稳定且易于操作的试剂4-甲基苯磺酰亚硒酸三氟甲酯与炔烃的亲核加成反应。该反应能很好地生成三氟甲基硒化乙烯基砜，并且该方法也扩展到了更高氟代的同系物。所得到的化合物是用于进一步合成氟烷基硒化分子的有价值的结构单元。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/508d/5727788/331a5034b59c/Beilstein_J_Org_Chem-13-2626-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/508d/5727788/2ef55498f97b/Beilstein_J_Org_Chem-13-2626-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/508d/5727788/4707d071c601/Beilstein_J_Org_Chem-13-2626-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/508d/5727788/824694d79859/Beilstein_J_Org_Chem-13-2626-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/508d/5727788/331a5034b59c/Beilstein_J_Org_Chem-13-2626-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/508d/5727788/2ef55498f97b/Beilstein_J_Org_Chem-13-2626-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/508d/5727788/4707d071c601/Beilstein_J_Org_Chem-13-2626-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/508d/5727788/824694d79859/Beilstein_J_Org_Chem-13-2626-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/508d/5727788/331a5034b59c/Beilstein_J_Org_Chem-13-2626-g005.jpg

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