Rhodium(III)-Catalyzed Regioselective Direct C4-Alkylation and C2-Annulation of Indoles: Straightforward Access to Indolopyridone

被引：34

作者：

Biswas, Aniruddha ^{[1
]}

Samanta, Rajarshi ^{[1
]}

机构：

[1] Indian Inst Technol Kharagpur, Dept Chem, Kharagpur 721302, W Bengal, India

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2018年 / 2018卷 / 12期

关键词：

Synthetic methods; Nitrogen heterocycles; Indole; Regioselectivity; C-H functionalization; Carbenes; C-H ACTIVATION; QUINOLINE N-OXIDES; DIAZO-COMPOUNDS; RH(III)-CATALYZED SYNTHESIS; FUNCTIONALIZATION; BOND; ARYLATION; ALKYLATION; DERIVATIVES; AMIDATION;

D O I：

10.1002/ejoc.201701755

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A straightforward Rh-III-catalyzed strategy was developed for the site-selective C4-alkylation and C2-annulation of indole by using electronically variable diazo esters. The transformation was accomplished with the assist of an oxime directing group at the C3 position of the indole core with wide scope and functional-group tolerance. The method directly provided an indolopyridone core. The selectivity was triggered by the reactivity of the diazo coupling partner.

引用

页码：1426 / 1436

页数：11

共 96 条

[1] Access to the Akuammiline Family of Alkaloids: Total Synthesis of (+)-Scholarisine A [J].