基于导向策略的钯催化间位C(sp2)-H活化反应的研究进展
收稿日期: 2015-05-10
网络出版日期: 2015-06-29
基金资助
项目受国家重点基础研究发展计划(973计划,No.2015CB856600)、国家自然科学基金(Nos.21325206,21172006)、青年拔尖人才支持计划和国家教育部博士点基金(No.20120001110013)资助.
Recent Development in Pd-Catalyzed meta-C(sp2)-H Bond Activation Based on Directing Strategy
Received date: 2015-05-10
Online published: 2015-06-29
Supported by
Project supported by the National Basic Research Program of China(973 Program, No. 2015CB856600), the National Natural Science Foundation of China(Nos. 21325206, 21172006), the National Young Top-notch Talent Support Program and the Programs Foundation of the Ministry of Education of China(No. 20120001110013).
近些年来,基于导向策略的Pd催化间位C(sp2)-H键活化反应取得了重要进展.人们通过远程导向策略,针对不同底物发展了多种U型导向基,在一些单保护氨基酸配体(MPAA)的协助下,实现了多种底物的烯基化、芳基化和乙酰氧基化反应.最近,人们又将Pd催化导向邻位C-H键活化和Catellani反应相结合,使用结构简单的导向基实现了高选择性的间位C-H键的烷基化和芳基化反应.这两种策略均可用于一些生物活性分子或者药物分子前体的后期修饰与合成当中.本文将针对这一领域的最新研究进展做一概述.
关键词： 钯; 间位C-H键活化; 远程导向; Catellani反应; 降冰片烯
袁逸之 , 宋颂 , 焦宁 . 基于导向策略的钯催化间位C(sp2)-H活化反应的研究进展[J]. 化学学报, 2015 , 73(12) : 1231 -1234 . DOI: 10.6023/A15050319
In recent years, remarkable progress has been achieved in Pd-catalyzed meta-C(sp2)-H bond activation with directing groups. Based on remote activation strategy, a series of U-shaped directing groups have been devised by Yu and others and have been utilized in the olefination, arylation and acetoxylation of different types of substrates with the assistance of mono-protected amino acids(MPAA). Very recently, Yu reported the Pd-catalyzed meta-C(sp2)-H bond activation via the tandem reaction of ortho-C(sp2)-H bond activation and Catellani reaction using simple directing groups, in which alkylation and arylation could all be realized under the Pd/norbornene catalytic system. Dong and co-workers developed arylation of the meta-C(sp2)-H bond of N,N-dimethylbenzylamine with similar strategy. It is noteworthy that these above mentioned meta-C(sp2)-H bond activation protocols could be applied in the late-stage modification and the synthesis of some biologically active molecules and pharmaceutical intermediates. This manuscript will highlight the latest advances in Pd-catalyzed meta-C(sp2)-H bond activation with directing groups.
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