Visible-Light-Mediated Amination of π-Nucleophiles with N-Aminopyridinium Salts

被引：48

作者：

Goliszewska, Katarzyna ^{[1
]}

Rybicka-Jasinska, Katarzyna ^{[1
]}

Szurmak, Jakub ^{[1
,2
]}

Gryko, Dorota ^{[1
]}

机构：

[1] Polish Acad Sci, Inst Organ Chem, Kasprzaka 44-52, PL-01224 Warsaw, Poland

[2] Warsaw Univ Technol, Fac Chem, Noakowskiego 3, PL-00664 Warsaw, Poland

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 84卷 / 24期

关键词：

SILYL ENOL ETHERS; PHOTOREDOX CATALYSIS; RADICAL CASCADE; BOND FORMATION; NITROGEN; OLEFINS; ACCESS; AMIDYL; ARENES; TRIFLUOROMETHYLATION;

D O I：

10.1021/acs.joc.9b02073

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

N-Aminopyridinium salts generate nitrogen-centered radicals by means of photoredox catalysis. Herein, we report that they can be trapped by enol equivalents to give alpha-amino carbonyl compounds in excellent yields. The broad synthetic utility of this method is demonstrated by functionalization of ketones, aldehydes, esters enol equivalents, vinyl ethers, and 1,3-diketones without the need for prior conversion to enol derivatives. The developed method is easily scalable, offers broad substrate scope, high chemoselectivity.

引用

页码：15834 / 15844

页数：11

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