Four-component synthesis of alkyl [2-[(cyclohexylamino)carbonyl]-4-oxo-2H-chromen-3(4H)-ylidene]methyl 3,4,5,6-tetrahalophthalates via a domino O-acylationia/α-addition cyclization/alcoholysis sequence

TETRAHEDRON LETTERS

卷:59

Article

Teimouri, Mohammad Bagher¹  Inanloo, Sahar¹ 

[1] Kharazmi Univ, Fac Chem, Mofateh Ave, Tehran, Iran

关键词: Isocyanide;    3-Formylchromone;    Tetrahalophthalic anhydride;    Multicomponent reaction;   

DOI  :  10.1016/j.tetlet.2018.02.037

来源: Elsevier

【 摘 要 】

A novel protocol was developed for the synthesis of alkyl [2-[(cyclohexylamino)carbonyl]-4-oxo-2H-chromen-3(4H)-ylidenelmethyl 3,4,5,6-tetrahalophthalate derivatives via the one-pot, four-component domino O-acylation/alpha-addition cyclization/alcoholysis reaction of tetrahalophthalic anhydrides, 3-for-mylchromones, cyclohexyl isocyanide and various alcohols. The highlights of this novel cascade reaction include mild reaction conditions, easy workup, and high bond efficiency resulting in the formation of four new bonds (two C-O, one C=O and one C-C) in a single operation. (C) 2018 Elsevier Ltd. All rights reserved.

【 授权许可】

Free