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Facile Synthesis of 2,5-Disubstituted Thiazoles from Terminal Alkynes, Sulfonyl Azides, and Thionoesters.
- Source :
-
Organic Letters . May2015, Vol. 17 Issue 10, p2454-2457. 4p. - Publication Year :
- 2015
-
Abstract
- A sequential procedure for the synthesis of 2,5-disubstituted thiazoles from terminal alkynes, sulfonyl azides, and thionoesters is reported. A copper(I)-catalyzed 1,3-dipolar cycloaddition of terminal alkynes with sulfonyl azides affords 1-sulfonyl-1,2,3-triazoles, which then react with thionoesters in the presence of a rhodium(II) catalyst. The resulting 3-sulfonyl-4-thiazolines subsequently aromatize into the corresponding 2,5-disubstituted thiazoles by elimination of the sulfonyl group. [ABSTRACT FROM AUTHOR]
- Subjects :
- *CHEMICAL synthesis
*THIAZOLES
*ALKYNES
*SULFONYL azides
*ESTERS analysis
Subjects
Details
- Language :
- English
- ISSN :
- 15237060
- Volume :
- 17
- Issue :
- 10
- Database :
- Academic Search Index
- Journal :
- Organic Letters
- Publication Type :
- Academic Journal
- Accession number :
- 102774818
- Full Text :
- https://doi.org/10.1021/acs.orglett.5b00960