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Abstract
A number of thieno [3,2-b] pyrimidines are regioselectively synthesized in good yields from 5-(4- aryloxybut-2-ynylthio) via sulfoxide rearrangement/tandem cyclization protocol by the treatment of the sulfides with one equivalent of m-CPBA in chloroform at 0-5°C with stirring the reaction mixture at room temperature for 2 h.
Keywords: 5-Mercaptouracil, tandem reaction, [2,3] sigmatropic rearrangement, [3,3] sigmatropic rearrangement, thienopyrimidine
Letters in Organic Chemistry
Title: Synthesis of Pyrimidine-Annulated Heterocycles: Facile Sulfoxide Rearrangement of 1, 3-Dimethyl-5-(Aryloxybut-2-Ynylthio) Pyrimidine-2, 4-Dione (SUPPORTING DATA)
Volume: 4 Issue: 2
Author(s): Krishna C. Majumdar, Pradip K. Maji and Amarta K. Pal
Affiliation:
Keywords: 5-Mercaptouracil, tandem reaction, [2,3] sigmatropic rearrangement, [3,3] sigmatropic rearrangement, thienopyrimidine
Abstract: A number of thieno [3,2-b] pyrimidines are regioselectively synthesized in good yields from 5-(4- aryloxybut-2-ynylthio) via sulfoxide rearrangement/tandem cyclization protocol by the treatment of the sulfides with one equivalent of m-CPBA in chloroform at 0-5°C with stirring the reaction mixture at room temperature for 2 h.
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Cite this article as:
Majumdar C. Krishna, Maji K. Pradip and Pal K. Amarta, Synthesis of Pyrimidine-Annulated Heterocycles: Facile Sulfoxide Rearrangement of 1, 3-Dimethyl-5-(Aryloxybut-2-Ynylthio) Pyrimidine-2, 4-Dione (SUPPORTING DATA), Letters in Organic Chemistry 2007; 4 (2) . https://dx.doi.org/10.2174/157017807780414127
DOI https://dx.doi.org/10.2174/157017807780414127 |
Print ISSN 1570-1786 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6255 |
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