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苯并噻唑鎓盐作为醇类脱氧全氟烷基硫醇化反应的试剂。

Benzothiazolium salts as reagents for the deoxygenative perfluoroalkylthiolation of alcohols.

作者信息

Ariamajd Armin, Gerwien Nils J, Schwabe Benjamin, Dix Stefan, Hopkinson Matthew N

机构信息

Institute of Chemistry and Biochemistry, Freie Universität Berlin, Fabeckstrasse 34-36, 14195 Berlin, Germany.

出版信息

Beilstein J Org Chem. 2021 Jan 8;17:83-88. doi: 10.3762/bjoc.17.8. eCollection 2021.

DOI:10.3762/bjoc.17.8
PMID:33488833
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7801780/
Abstract

A series of 2-(perfluoroalkylthio)benzothiazolium (BT-SR) salts have been synthesized that serve as convenient sources of hitherto underexplored perfluoroalkylthiolate anions. An investigation of their reactivity in a deoxygenative nucleophilic substitution reaction led to the development of an unprecedented process that provides pentafluoroethyl and heptafluoropropyl thioethers directly from readily available alcohols.

摘要

已经合成了一系列2-(全氟烷基硫代)苯并噻唑鎓（BT-SR）盐，它们是迄今尚未充分探索的全氟烷基硫醇阴离子的便利来源。对它们在脱氧亲核取代反应中的反应性进行的研究导致了一个前所未有的过程的开发，该过程可直接从容易获得的醇中提供五氟乙基和七氟丙基硫醚。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9871/7801780/ec9efffedcaf/Beilstein_J_Org_Chem-17-83-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9871/7801780/9423368094e8/Beilstein_J_Org_Chem-17-83-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9871/7801780/23024ec53c4e/Beilstein_J_Org_Chem-17-83-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9871/7801780/ef4780401ad3/Beilstein_J_Org_Chem-17-83-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9871/7801780/ec9efffedcaf/Beilstein_J_Org_Chem-17-83-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9871/7801780/9423368094e8/Beilstein_J_Org_Chem-17-83-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9871/7801780/23024ec53c4e/Beilstein_J_Org_Chem-17-83-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9871/7801780/ef4780401ad3/Beilstein_J_Org_Chem-17-83-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9871/7801780/ec9efffedcaf/Beilstein_J_Org_Chem-17-83-g005.jpg

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Org Lett. 2020 Aug 7;22(15):6155-6159. doi: 10.1021/acs.orglett.0c02235. Epub 2020 Jul 10.
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