Events The 8th International Electronic Conference on Synthetic Organic Chemistry

Event submissions

Published

10.3390/ecsoc-8-01942

This submission belongs to the session a. General Organic Synthesis of the event The 8th International Electronic Conference on Synthetic Organic Chemistry

Published date

01 Nov, 2004

Citation

Anatoly D. Shutalev, Nikolay N. Kurochkin, A New Approach to the Synthesis of Biginelli Compounds and Their Analogues, in Proceedings of The 8th International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 2004, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-8-01942

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A New Approach to the Synthesis of Biginelli Compounds and Their Analogues

Anatoly D. Shutalev ¹

Nikolay N. Kurochkin ¹

1. Department of Organic Chemistry, M.V. Lomonosov State Academy of Fine Chemical Technology, 119571 Moscow, Russian Federation

Abstract

A new synthesis of esters of 2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylic acids and some related compounds has been developed. The synthesis is based on reaction of a-tosyl-substituted phenyl carbamates with enolates of b-oxoesters or 1,3-dicarbonyl compounds followed by treatment of the obtained products with ammonia and dehydration of the resulting 4-hydroxyhexahydropyrimidin-2-ones.

Keywords

a-tosyl-substituted phenyl carbamates

b-oxoesters

1,3-dicarbonyl compounds

2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylates

Biginelli compounds

5-acyl-1,2,3,4-tetrahydropyrimidin-2-ones

4-hydroxy-2-oxohexahydropyrimidine-5-carboxylates

5-acyl-4-hy

Unexpected Result of Alkaline Hydrolysis of Biginelli Compounds

Synthesis of 5-R-thio, 5-R-sulfinyl, 5-R-sulfonyl and 5-di(R-oxy)phosphoryl Substituted Hydrogenated Pyrimidine-2-thiones/ones