The Journal of organic chemistry

Rapid access to amino-substituted quinoline,(di) benzofuran, and carbazole heterocycles through an aminobenzannulation reaction

M Tiano, P Belmont

Index: Tiano, Martin; Belmont, Philippe Journal of Organic Chemistry, 2008 , vol. 73, # 11 p. 4101 - 4109

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Citation Number: 47

Abstract

The use of a powerful aminobenzannulation reaction has been applied for the synthesis of amino-substituted quinolines, dibenzofurans, and carbazoles. The precursors are heterocycles bearing a methyl ketone group ortho to an internal alkyne. They are commercially available or can be obtained in three to four classical and efficient reactions: Vilsmeier− Haack, Sonogashira (diversity point), Grignard, and Ley's oxidation. Upon ...