Rhodium-Catalyzed Asymmetric N 2 -C5 Allylation of Indazoles with Dienyl Allylic Alcohols

被引：4

作者：

Cheng, Zhangru ^{[1
]}

Zhang, Peng ^{[1
]}

Shao, Ying ^{[1
]}

Sun, Jiangtao ^{[1
]}

Tang, Shengbiao ^{[1
]}

机构：

[1] Changzhou Univ, Sch Petrochem Engn, Jiangsu Key Lab Adv Catalyt Mat & Technol, Changzhou 213164, Peoples R China

来源：

ORGANIC LETTERS | 2024年

基金：

中国国家自然科学基金;

关键词：

ENANTIOSELECTIVE SYNTHESIS; ALKYLATION; SUBSTITUTION; CARBONATES; CONSTRUCTION; AMINATION;

D O I：

10.1021/acs.orglett.4c01558

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The development of site-selective and regio- and enantioselective reactions of substrates with multiple active sites is an important topic and remains a substantial challenge in synthetic chemistry. Here, we describe a rhodium-catalyzed asymmetric N-2-C5 allylation of indazoles with dienyl allylic alcohols under mild conditions. In the presence of a Rh/(P/olefin) catalyst and formic acid, chiral N-2-C5 allylic indazoles were formed in good yields with excellent enantioselectivities (up to 97% ee). The mechanism proceeds through an elusive intermediate Int B, which represents a challenging task on asymmetric allylic substitution (AAS) of dienyl substrates.

引用

页码：5646 / 5651

页数：6

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