Minisci-Photoredox-Mediated α-Heteroarylation of N-Protected Secondary Amines: Remarkable Selectivity of Azetidines

被引：58

作者：

Bosset, Cyril ^{[1
]}

Beucher, Helene ^{[1
]}

Bretel, Guillaume ^{[1
]}

Pasquier, Elisabeth ^{[1
]}

Queguiner, Laurence ^{[1
]}

Henry, Cyril ^{[1
]}

Vos, Ann ^{[2
]}

Edwards, James P. ^{[3
]}

Meerpoel, Lieven ^{[2
]}

Berthelot, Didier ^{[1
]}

机构：

[1] Janssen Res & Dev, F-27100 Val De Reuil, France

[2] Janssen Res & Dev, Turnhoutseweg 30, B-2340 Beerse, Belgium

[3] Janssen Res & Dev LLC, 1400 McKean Rd, Spring House, PA 19002 USA

来源：

ORGANIC LETTERS | 2018年 / 20卷 / 19期

关键词：

C-H FUNCTIONALIZATION; HYDROGEN-ATOM TRANSFER; HETEROAROMATIC BASES; DRUG DISCOVERY; CATALYSIS; HETEROARENES; ALKYLATION; AMIDOALKYLATION; AMIDES; PHOTOCATALYSIS;

D O I：

10.1021/acs.orglett.8b00991

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The development of a general, mild, and functional-group-tolerant direct functionalization of N-heteroarenes by C-H functionalization with N-protected amines, including azetidines under Minisci-mediated photoredox conditions, is reported. A broad scope of substituted azetidines, including spirocyclic derivatives, and heterocycles were explored. This reaction enables the production of sp3-rich complex druglike structures in one step from unactivated feedstock amines and heterocycles.

引用

页码：6003 / 6006

页数：4

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