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Synthesis 2001; 2001(1): 0135-0139
DOI: 10.1055/s-2001-9744
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Synthesis of Hexahydro-thiazolo[3,2-a]pyridin-5-ones and Hexahydropyrido[2,1-b][1,3]thiazin-6-ones Systems by Radical-Initiated Cyclization of 3-Alkenoyl-2-methylene-1,3-thiazolidines and -tetrahydro-1,3-thiazines

Stanisław Leśniak* , Joanna Flisińska
  • *Department of Organic and Applied Chemistry, University of Łódź, ul. Narutowicza 68, 90-136 Ł>ódź, Poland; E-mail: slesniak@chemul.uni.lodz.pl
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Publication Date:
31 December 2001 (online)

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A new and efficient method for the synthesis of hexahydro-thiazolo[3,2-a]pyridin-5-ones 6 and hexahydro-pyrido[2,1-b][1,3]thiazin-6-ones 7 has been developed. The acylation of 2-methyl-4,5-dihydro-thiazole (1) or 2-methyl-5,6-dihydro-4H-[1,3]thiazine (2), with α,β-unsaturated acid chlorides was performed. The products 3 and 4 were cyclized to bicyclic systems in a free radical reaction with tributyltin hydride.

bicyclic compounds - cyclizations - radical reactions - ring closure - tin