Tetrahedron Letters

Direct introduction of acetylene moieties into azines by methodology

AM Prokhorov, M Mąkosza, ON Chupakhin

Index: Prokhorov, Anton M.; Makosza, Mieczyslaw; Chupakhin, Oleg N. Tetrahedron Letters, 2009 , vol. 50, # 13 p. 1444 - 1446

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Citation Number: 19

Abstract

The N-oxides of azines 1a–g react with lithium and/or potassium acetylides to give the corresponding ethynylazines 2a–g. Reaction with lithium acetylide requires subsequent acylation of the intermediate anionic adduct for rearomatization whereas in the case of potassium acetylide, auto-aromatization takes place.