Eosin Y photoredox catalyzed net redox neutral reaction for regiospecific annulation to 3-sulfonylindoles via anion oxidation of sodium sulfinate salts
Title | Eosin Y photoredox catalyzed net redox neutral reaction for regiospecific annulation to 3-sulfonylindoles via anion oxidation of sodium sulfinate salts |
Publication Type | Journal Article |
Year of Publication | 2018 |
Authors | Rohokale, RS, Tambe, SD, Kshirsagar, UA |
Journal | Organic & Biomolecular Chemistry |
Volume | 16 |
Issue | 4 |
Pagination | 536-540 |
Date Published | JAN |
Type of Article | Article |
ISSN | 1477-0520 |
Abstract | An eosin Y photoredox catalyzed net redox neutral process for 3-sulfonylindoles via the anionic oxidation of sodium sulfinate salts and its radical cascade cyclization with 2-alkynyl-azidoarenes was developed with visible light as a mediator. The reaction offers metal and oxidant/reductant free, visible light mediated vicinal sulfonamination of alkynes to 2-aryl/alkyl-3-sulfonylindoles and proceeds via the generation of a sulfur-centered radical through direct oxidation of the sulfinate anion by an excited photocatalyst with a reductive quenching cycle. The mild conditions, use of an organic dye as photo-catalyst, bench stability and easily accessible starting materials make the present approach green and attractive. |
DOI | 10.1039/c7ob02977b |
Type of Journal (Indian or Foreign) | Foreign |
Impact Factor (IF) | 3.564 |
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