Metal-free synthesis of 3-thiocyanatobenzothiophenes by eosin Y photoredox-catalyzed cascade radical annulation of 2-alkynylthioanisoles
Title | Metal-free synthesis of 3-thiocyanatobenzothiophenes by eosin Y photoredox-catalyzed cascade radical annulation of 2-alkynylthioanisoles |
Publication Type | Journal Article |
Year of Publication | 2018 |
Authors | Tambe, SD, Jadhav, MS, Rohokale, RS, Kshirsagar, UA |
Journal | European Journal of Organic Chemistry |
Issue | 35 |
Pagination | 4867-4873 |
Date Published | SEP |
Type of Article | Article |
Abstract | A convenient, efficient, metal-free synthesis of 3-thiocyanatobenzothiophenes has been developed that uses eosin Y in a visible-light-mediated photoredox-catalyzed anion oxidation of the ammonium salt of thiocyanate and proceeds through the cascade radical annulation of 2-alkynylthioanisole at room temperature. The present protocol requires visible light as a green energy source, an organic dye as the photocatalyst, and oxygen as a green oxidant to provide a mild route with a broad substrate scope for the formation of potentially bioactive 3-substituted benzothiophene derivatives in good yields. |
DOI | 10.1002/ejoc.201800833 |
Type of Journal (Indian or Foreign) | Foreign |
Impact Factor (IF) | 2.882 |
Divison category:
Organic Chemistry
Add new comment