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钴催化 C-H 键活化实现 N-嘧啶吲哚与乙烯基硅烷的 C2-烷基化反应。

C2-Alkylation of N-pyrimidylindole with vinylsilane via cobalt-catalyzed C-H bond activation.

机构信息

Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371, Singapore.

出版信息

Beilstein J Org Chem. 2012;8:1536-42. doi: 10.3762/bjoc.8.174. Epub 2012 Sep 14.

DOI:10.3762/bjoc.8.174
PMID:23019489
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3458779/
Abstract

Direct C2-alkylation of an indole bearing a readily removable N-pyrimidyl group with a vinylsilane was achieved by using a cobalt catalyst generated in situ from CoBr(2), bathocuproine, and cyclohexylmagnesium bromide. The reaction allows coupling between a series of N-pyrimidylindoles and vinylsilanes at a mild reaction temperature of 60 °C, affording the corresponding alkylated indoles in moderate to good yields.

摘要

通过使用钴(II)溴化物、苯并菲和环己基溴化镁原位生成的钴催化剂,实现了带有易于去除的 N-嘧啶基的吲哚与乙烯基硅烷的直接 C2-烷基化反应。该反应在温和的反应温度 60°C 下允许一系列 N-嘧啶吲哚和乙烯基硅烷之间进行偶联,以中等至良好的收率得到相应的烷基化吲哚。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b5cc/3458779/54af753e514f/Beilstein_J_Org_Chem-08-1536-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b5cc/3458779/bf64d53efa8a/Beilstein_J_Org_Chem-08-1536-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b5cc/3458779/4e91e9281813/Beilstein_J_Org_Chem-08-1536-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b5cc/3458779/28b5cd7114f2/Beilstein_J_Org_Chem-08-1536-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b5cc/3458779/54af753e514f/Beilstein_J_Org_Chem-08-1536-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b5cc/3458779/bf64d53efa8a/Beilstein_J_Org_Chem-08-1536-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b5cc/3458779/4e91e9281813/Beilstein_J_Org_Chem-08-1536-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b5cc/3458779/28b5cd7114f2/Beilstein_J_Org_Chem-08-1536-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b5cc/3458779/54af753e514f/Beilstein_J_Org_Chem-08-1536-g005.jpg

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