Sulfuryl chloride promoted gem-dichlorination-dehydrochlorination in alkyl benzothiazinylacetates: synthesis of the skeleton of trichochrome pigments
Title | Sulfuryl chloride promoted gem-dichlorination-dehydrochlorination in alkyl benzothiazinylacetates: synthesis of the skeleton of trichochrome pigments |
Publication Type | Journal Article |
Year of Publication | 2015 |
Authors | Jangir, R, Gadre, SR, Argade, NP |
Journal | Synthesis-Stuttgart |
Volume | 47 |
Issue | 17 |
Pagination | 2631-2634 |
Date Published | SEP |
ISSN | 0039-7881 |
Keywords | condensations, halogenation, maleic anhydride, o-aminothiophenol, trichochrome framework |
Abstract | Chemo- and stereoselective total synthesis of the basic trichochrome skeleton is described starting from o-aminothiophenol and maleic anhydride in very good overall yield. The process involves the synthesis of the corresponding 1,4-benzothiazin-2-ylacetates followed by their sulfuryl chloride induced dihalogenation-dehydrohalogenation and a second condensation with o-aminothiophenol as key steps. |
DOI | 10.1055/s-0034-1378714 |
Type of Journal (Indian or Foreign) | Foreign |
Impact Factor (IF) | 2.652 |
Divison category:
Organic Chemistry