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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 31, 2001 - Issue 2
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Original Articles

SYNTHESIS OF 2-ALKYL AND 2-ARYL PYRIMIDINES FROM β-CHLOROVINYL KETONES OF CYCLOPENTANONE TYPE

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Pages 233-243 | Accepted 11 Apr 2000, Published online: 16 Aug 2006
 

Abstract

Amidines react in the presence of NaHCO3 with β-chlorovinyl ketones, prepared regioselectively by the reaction of 2-acetylcyclo- pentanone-type diketones with PPh3-CCl4 in 73–78% yield, to afford 2-alkyl (aryl)-pyrimidines annelated with cyclopentane derivatives in 79–87% yields.

ACKNOWLEDGMENTS

The authors thank the Russian Foundation for Basic Research (grant no. 98-03-32910 a) and INTAS (grant # 97-0217) for the financial support of this work.

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