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通过调节钯催化模式实现吲哚的C4-芳基化及多米诺C4-芳基化/3,2-羰基迁移反应:Pd(I)-Pd(II)催化及Pd(II)催化

C4-arylation and domino C4-arylation/3,2-carbonyl migration of indoles by tuning Pd catalytic modes: Pd(i)-Pd(ii) catalysis Pd(ii) catalysis.

作者信息

Cheng Yaohang, Yu Shijie, He Yuhang, An Guanghui, Li Guangming, Yang Zhenyu

机构信息

Key Laboratory of Functional Inorganic Material Chemistry (MOE), School of Chemistry and Materials Science, Heilongjiang University No. 74, Xuefu Road, Nangang District Harbin 150080 People's Republic of China

School of Pharmaceutical and Materials Engineering, Taizhou University 1139 Shifu Avenue Taizhou 318000 China

出版信息

Chem Sci. 2021 Jan 7;12(9):3216-3225. doi: 10.1039/d0sc05409g.

Abstract

Efficient C4-arylation and domino C4-arylation/3,2-carbonyl migration of indoles have been developed. The former route enables C4-arylation in a highly efficient and mild manner and the latter route provides an alternative straightforward protocol for synthesis of C2/C4 disubstituted indoles. The mechanism studies imply that the different reaction pathways were tuned by the distinct acid additives, which led to either the Pd(i)-Pd(ii) pathway or Pd(ii) catalysis.

摘要

已开发出吲哚的高效C4-芳基化反应以及多米诺C4-芳基化/3,2-羰基迁移反应。前一种路线能够以高效且温和的方式实现C4-芳基化,而后一种路线为合成C2/C4二取代吲哚提供了另一种直接的方法。机理研究表明,不同的反应途径是由不同的酸添加剂调节的,这导致了要么是Pd(i)-Pd(ii)途径,要么是Pd(ii)催化。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5da7/8179361/833280e3b815/d0sc05409g-s1.jpg

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