Simple and General Procedure for the Synthesis of α,β-Alkynyl Ketones from Nitriles Using Alkynyldimethylaluminum Reagents

被引：6

作者：

Korbad, Balaji L. ^{[1
]}

Lee, Sang-Hyeup ^{[1
]}

机构：

[1] Catholic Univ Daegu, Dept Life Chem, Gyongsan 712702, Gyeongbuk, South Korea

来源：

SYNLETT | 2013年 / 24卷 / 15期

关键词：

-alkynyl ketones; -alkynyl N-H ketimines; alkynes; trimethylaluminum; nitriles; H INSERTION REACTIONS; SOLID-PHASE SYNTHESIS; PD-CATALYZED CARBONYLATION; SMART CLEAVAGE REACTIONS; N-UNSUBSTITUTED IMINES; ACETYLENIC KETONES; TERMINAL ALKYNES; DIMETHYLALKYNYLALUMINUM REAGENTS; SONOGASHIRA REACTION; EFFICIENT SYNTHESIS;

D O I：

10.1055/s-0033-1339482

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A simple and efficient approach for the synthesis of ,-alkynyl ketones from nitriles and alkynyldimethylaluminum reagents, derived from trimethylaluminum and alkynes, is described. This methodology provides access to a wide range of ,-alkynyl ketones with aliphatic, aromatic, and heteroaromatic substituents in moderate to high yield (53-90%). In the cases of aryl-substituted nitriles, the product can also be obtained as ,-alkynyl N-H ketimines in high yield (88-93%).

引用

页码：1953 / 1958

页数：6

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