Abstract
Chlorothiolation of terminal alkynes with sulfenyl chlorides yields anti-adducts without transition-metal catalysts. In sharp contrast, transition-metal-catalyzed chlorothiolation has not been developed to date, possibly because organosulfur compounds can poison catalyst. Herein, the regio- and stereoselective palladium-catalyzed chlorothiolation of terminal alkynes with sulfenyl chlorides is described. syn-Chlorothiolation offers a complementary synthetic route to chloroalkenyl sulfides. 2-Chloroalkenyl sulfides can easily be transformed into various sulfur-containing products, most of which are often found in natural products and pharmaceuticals.
Original language | English |
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Pages (from-to) | 58-62 |
Number of pages | 5 |
Journal | Chemistry - An Asian Journal |
Volume | 9 |
Issue number | 1 |
DOIs | |
Publication status | Published - Jan 2014 |
Keywords
- addition
- alkynes
- chlorothiolation
- homogeneous catalysis
- palladium
ASJC Scopus subject areas
- Biochemistry
- Organic Chemistry