4.4 Article

Cyanuric chloride catalyzed metal-free mild protocol for the synthesis of highly functionalized tetrahydropyridines

期刊

TETRAHEDRON LETTERS
卷 58, 期 40, 页码 3905-3909

出版社

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2017.08.074

关键词

Cyanuric chloride; Pseudo five-component reaction; Tetrahydropyridines; Green synthesis

资金

  1. DST-Inspire Fellowship, New Delhi, India [DST/INSPIRE Fellowship/2012/690]

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An environmentally benign, facile and elegant synthetic approach for the convenient access of a series of diverse 2,6-diaryl-tetrahydropyridine-3-carboxylates via a one-pot, pseudo five-component condensation of ethyl acetoacetate, anilines and aromatic aldehydes under mild reaction conditions has been described. This domino strategy allows rapid cyclization in the presence of 10 mol% of cyanuric chloride as a source of hydrochloric acid to afford the desired target skeletons in excellent yields. The present protocol offers prominent advantages of simple operational procedure, metal-free organocatalyst, practically robust and extensive substrate scope. (C) 2017 Elsevier Ltd. All rights reserved.

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