Visible Light-Induced Iodine-Catalyzed Transformation of Terminal Alkynes to Primary Amides via CC Bond Cleavage under Aqueous Conditions

被引：31

作者：

Dighe, Shashikant U. ^{[1
]}

Batra, Sanjay ^{[1
,2
]}

机构：

[1] CSIR, Cent Drug Res Inst, Med & Proc Chem Div, Sect 10, BS 10-1,Sitapur Rd, Lucknow 226031, Uttar Pradesh, India

[2] Acad Sci & Innovat Res, New Delhi 110025, India

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2016年 / 358卷 / 03期

关键词：

alkynes; amides; cleavage reaction; hydroamination; hydrogen peroxide; iodine; CARBON TRIPLE BOND; OXIDATIVE CLEAVAGE; HYDROGEN-PEROXIDE; MOLECULAR-OXYGEN; CARBOXYLIC-ACIDS; CYCLIZATION; KETONES; TRIFLUOROMETHYLATION; HYDROAMINATION; HETEROCYCLES;

D O I：

10.1002/adsc.201500906

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

The visible light-induced iodine-catalyzed oxidative cleavage of the C C bond for transforming terminal alkynes into primary amides in the presence of ammonia under aqueous conditions is described. This metal-free protocol which ensued via initial hydroamination of the acetylene bond followed by liberation of diiodomethane (CH2I2) was found to be applicable to aromatic, heteroaromatic and aliphatic alkynes.

引用

页码：500 / 505

页数：6

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