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Efficient Synthesis of Tetrahydropyrimidines and Pyrrolidines by a Multicomponent Reaction of Dialkyl Acetylenedicarboxylates (=Dialkyl But-2-ynedioates), Amines, and Formaldehyde in the Presence of Iodine as a Catalyst

✍ Scribed by Biswanath Das; Boddu Shashi Kanth; Digambar Balaji Shinde; Vinod T. Kamble

Publisher: John Wiley and Sons
Year: 2011
Tongue: German
Weight: 129 KB
Volume: 94
Category: Article
ISSN: 0018-019X
DOI: 10.1002/hlca.201100185

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✦ Synopsis

Abstract

Iodine was explored as an efficient catalyst for the synthesis of tetrahydropyrimidines 4 and pyrrolidines 5 by a multicomponent reaction of dialkyl acetylenedicarboxylates (=dialkyl but‐2‐ynedioates) 1, amines 2, and HCHO 3 at room temperature (Scheme). When the molar ratios of these substrates were 1 : 2 : 4 and 1 : 1 : 4, tetrahydropyrimidines and pyrrolidines were formed, respectively. The products were obtained in high yields (73–85%) within a short period of time (25–35 min).

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