Nitrile as a Versatile Directing Group for C(sp(2))-H Functionalizations

Nitrile as a Versatile Directing Group for C(sp(2))-H Functionalizations
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腈作为 C(sp(2))-H 官能化的多功能导向基团

DOI:
10.1002/adsc.201700684
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发表时间:
2017
影响因子:
5.4
通讯作者:
Peng Yiyuan
Peng Yiyuan
中科院分区:
化学2区
文献类型:
--
作者:
Ping Yuanyuan;Wang Liping;Ding Qiuping;Peng Yiyuan

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被引文献

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惰性C(sp2)-H键的一步直接区域选择性官能化是一种有效且可持续的方法,用于合成各种有用的天然产物和药物中间体。一系列官能团已被广泛用作各种区域选择性转化的导向基团。其中,弱配位腈基因其可转化、易于安装和易于去除的导向基团而备受关注,可以很容易地转化为许多不同的官能团,如羧基、氨基甲酰基、氨甲基、羰基和杂环官能团。该综述描述了钯(II)、钌(II)、铑(III)和铱(I)催化剂催化的腈定向C-H官能化的最新进展。该综述分为与邻位、间位和对位 C-H 键官能化相关的部分,并根据反应类型(烯化、芳基化、卤化、羟基化和乙酰氧基化)进行细分。
The one‐step direct regioselective functionaliztion of inert C(sp2)–H bonds is an efficient and sustainable methodology for the synthesis of a variety of useful natural products and pharmaceutical intermediates. A range of functional groups have been widely used as directing group for various regioselective transformations. Among these, the weakly coordinating nitrile group has attracted much attention because it is a transformable, easily installed and readily removed directing group, which can be easily converted into a number of different functional groups, such as carboxyl, carbamoyl, aminomethyl, carbonyl, and heterocyclic functionalities. This review describes recent advances in nitrile‐directed C–H functionalizations catalyzed by palladium(II), ruthenium(II), rhodium(III) and iridium(I) catalysts. The review is divided into sections related toortho‐,meta‐, andpara‐C–H bond functionalizations, which are subdivided according to reaction type (olefination, arylation, halogenation, hydroxylation and acetoxylation).