Carbamates: A Directing Group for Selective C-H Amidation and Alkylation under Cp*Co(III) Catalysis

被引：40

作者：

Bera, Sourav Sekhar ^{[1
]}

Maji, Modhu Sudan ^{[1
]}

机构：

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

来源：

ORGANIC LETTERS | 2020年 / 22卷 / 07期

关键词：

BOND AMIDATION; ACTIVATION; ARENES; FUNCTIONALIZATIONS; COBALT(III); ACCESS; ROUTE; REARRANGEMENT; HYDROXYLATION; DIOXAZOLONES;

D O I：

10.1021/acs.orglett.0c00589

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The selective reactivity of carbamate and thiocarbamate toward alkylation and amidation is reported under stable, high-valent, cost-effective cobalt(III) catalysis. This method reveals the wide possibility of designing a different branch of synthetically challenging yet highly promising asymmetric catalysts based on BINOL and SPINOL scaffolds. Late-stage C-H functionalization of L-tyrosine and estrone was also achieved through this approach. The mechanistic study shows that a base-assisted internal electrophilic substitution mechanism is operative here.

引用

页码：2615 / 2620

页数：6

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