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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| Authors: | Biswanath Das Boddu Shashi Kanth Digambar Balaji Shinde Vinod T Kamble |
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| Institution: | 1. Organic Chemistry Division‐I, Indian Institute of Chemical Technology, Hyderabad‐500607, India, (phone: +91‐40‐7193434;2. fax: +91‐40‐7160512);3. Organic Chemistry Research Laboratory, School of Chemical Sciences, Swami Ramanand Teerth Marathwada University, Nanded‐431606, Maharashtra, India |
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| 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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| Keywords: | Pyrimidines tetrahydro‐ Pyrrolidines Multicomponent reactions Iodine Catalysis |
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