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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
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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

Biswanath Das, Boddu Shashi Kanth, Digambar Balaji Shinde and Vinod T. Kamble
Helvetica chimica acta, Vol.94(11), pp.2087-2091
01/11/2011

Abstract

Chemistry Chemistry, Multidisciplinary Physical Sciences Science & Technology
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 (7385%) within a short period of time (2535 min).

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