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通过铜促进的苯硫酚与环丙基硼酸的S-环丙基化反应合成芳基环丙基硫醚。

Synthesis of aryl cyclopropyl sulfides through copper-promoted S-cyclopropylation of thiophenols using cyclopropylboronic acid.

作者信息

Benoit Emeline, Fnaiche Ahmed, Gagnon Alexandre

机构信息

Département de chimie, Université du Québec à Montréal, C.P. 8888, Succursale Centre-Ville, Montréal, Québec, H3C 3P8, Canada.

出版信息

Beilstein J Org Chem. 2019 May 27;15:1162-1171. doi: 10.3762/bjoc.15.113. eCollection 2019.

DOI:10.3762/bjoc.15.113
PMID:31293663
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6604732/
Abstract

The copper-promoted S-cyclopropylation of thiophenols using cyclopropylboronic acid is reported. The procedure operates under simple conditions to afford the corresponding aryl cyclopropyl sulfides in moderate to excellent yields. The reaction tolerates substitution in , and -substitution as well as electron-donating and electron-withdrawing groups. The S-cyclopropylation of a thiophenol was also accomplished using potassium cyclopropyl trifluoroborate.

摘要

报道了使用环丙基硼酸铜促进的苯硫酚的S-环丙基化反应。该方法在简单的条件下进行，以中等至优异的产率得到相应的芳基环丙基硫醚。该反应耐受在邻位、间位和对位的取代以及供电子和吸电子基团。使用环丙基三氟硼酸钾也实现了苯硫酚的S-环丙基化反应。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5305/6604732/0e16f986740d/Beilstein_J_Org_Chem-15-1162-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5305/6604732/14a395a16398/Beilstein_J_Org_Chem-15-1162-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5305/6604732/0b048664eded/Beilstein_J_Org_Chem-15-1162-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5305/6604732/00843ea15b95/Beilstein_J_Org_Chem-15-1162-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5305/6604732/0e16f986740d/Beilstein_J_Org_Chem-15-1162-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5305/6604732/14a395a16398/Beilstein_J_Org_Chem-15-1162-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5305/6604732/0b048664eded/Beilstein_J_Org_Chem-15-1162-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5305/6604732/00843ea15b95/Beilstein_J_Org_Chem-15-1162-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5305/6604732/0e16f986740d/Beilstein_J_Org_Chem-15-1162-g005.jpg

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