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

Balaji L. Korbad, Sang-Hyeup Lee*

*Department of Life Chemistry, Catholic University of Daegu, Gyeongsan-si, Gyeongbuk 712-702, Korea, Email: leeshhcu.ac.kr

B. L. Korbad, S.-H. Lee, Synlett, 2013, 24, 1856-1860.

DOI: 10.1055/s-0033-1339482


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Abstract

The reaction of nitriles and alkynyldimethylaluminum reagents, derived from trimethylaluminum and alkynes, provides a simple and efficient access to a wide range of α,β-alkynyl ketones with aliphatic, aromatic, and heteroaromatic substituents in good yield. In the cases of aryl-substituted nitriles, α,β-alkynyl N-H ketimines can also be obtained in high yield.

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Key Words

Alkynyl Ketones, Ketimines, Alkynes, alkynes, trimethylaluminium, nitriles


ID: J60-Y2013