Iridium-catalyzed chemoselective reductive nucleophilic addition to n -methoxyamides

Minami Nakajima; Takaaki Sato; Noritaka Chida

doi:10.1021/acs.orglett.5b00664

Iridium-catalyzed chemoselective reductive nucleophilic addition to n -methoxyamides

Minami Nakajima, Takaaki Sato, Noritaka Chida

Department of Applied Chemistry

Research output: Contribution to journal › Article › peer-review

83 Citations (Scopus)

Abstract

Iridium-catalyzed reductive nucleophilic addition to N-methoxyamides is reported. The reaction took place in high yields in the presence of a variety of sensitive functional groups such as esters and nitro groups. Mechanistic studies revealed that the reaction of N-methoxyamides proceeded without equilibrium to an enamine intermediate in contrast to that with tert-amides.

Original language	English
Pages (from-to)	1696-1699
Number of pages	4
Journal	Organic Letters
Volume	17
Issue number	7
DOIs	https://doi.org/10.1021/acs.orglett.5b00664
Publication status	Published - 2015 Apr 3

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/acs.orglett.5b00664

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title = "Iridium-catalyzed chemoselective reductive nucleophilic addition to n -methoxyamides",

abstract = "Iridium-catalyzed reductive nucleophilic addition to N-methoxyamides is reported. The reaction took place in high yields in the presence of a variety of sensitive functional groups such as esters and nitro groups. Mechanistic studies revealed that the reaction of N-methoxyamides proceeded without equilibrium to an enamine intermediate in contrast to that with tert-amides.",

author = "Minami Nakajima and Takaaki Sato and Noritaka Chida",

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AU - Nakajima, Minami

AU - Sato, Takaaki

AU - Chida, Noritaka

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Y1 - 2015/4/3

N2 - Iridium-catalyzed reductive nucleophilic addition to N-methoxyamides is reported. The reaction took place in high yields in the presence of a variety of sensitive functional groups such as esters and nitro groups. Mechanistic studies revealed that the reaction of N-methoxyamides proceeded without equilibrium to an enamine intermediate in contrast to that with tert-amides.

AB - Iridium-catalyzed reductive nucleophilic addition to N-methoxyamides is reported. The reaction took place in high yields in the presence of a variety of sensitive functional groups such as esters and nitro groups. Mechanistic studies revealed that the reaction of N-methoxyamides proceeded without equilibrium to an enamine intermediate in contrast to that with tert-amides.

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Iridium-catalyzed chemoselective reductive nucleophilic addition to n -methoxyamides

Abstract

ASJC Scopus subject areas

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