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弱配位作用实现烯丙醇对吲哚的可切换C4-烯基化和烷基化反应

Weak Coordination Enabled Switchable C4-Alkenylation and Alkylation of Indoles with Allyl Alcohols.

作者信息

Pradhan Sourav, Mishra Manmath, De Pinaki Bhusan, Banerjee Sonbidya, Punniyamurthy Tharmalingam

机构信息

Department of Chemistry, Indian Institute of Technology Guwahati, Guwahati 781039, India.

出版信息

Org Lett. 2020 Mar 6;22(5):1720-1725. doi: 10.1021/acs.orglett.9b04612. Epub 2020 Feb 17.

Abstract

A weak carbonyl coordination facilitated tunable reactivity between alkenylation and alkylation of indoles at the C4 C-H site is presented using readily accessible allylic alcohols in the presence of Rh catalysis by switching the additives or directing group. Exclusive site selectivity, functional group tolerance, and late-stage modifications are the important practical features.

摘要

利用易于获得的烯丙醇,在铑催化下,通过改变添加剂或导向基团,实现了弱羰基配位促进吲哚在C4 C-H位点烯基化和烷基化之间的可调反应性。独特的位点选择性、官能团耐受性和后期修饰是重要的实际特点。

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