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Synthesis of 3H-naphtho[2.1-b]pyran-2-carboxamides from cyclocoupling of β-naphthol, propargyl alcohols and isocyanide in the presence of Lewis acids

Author:
Nizami, Tauqir A., Hua, Ruimao
Source:
Tetrahedron 2018 v.74 pp. 3776-3780
ISSN:
0040-4020
Subject:
Lewis acids, air, alcohols, chemical reactions, chemical structure, ferric chloride
Abstract:
3H-Naphtho[2.1-b]pyran-2-carboxamides (3H-Benzo[f]chromene-2-carboxamides) can be synthesized from a three-component cyclocoupling reaction of β-naphthol, propargyl alcohols and isocyanide in the presence of ZnI2 and FeCl3 under air atmosphere. The reaction is proposed to involve the formation of aryl-zinc (II) σ-bond and its α-addition to isocyanide.
Agid:
5971872