Synthesis of functionalized β-keto arylthioethers by the aryne induced [2,3] Stevens rearrangement of allylthioethers
Title | Synthesis of functionalized β-keto arylthioethers by the aryne induced [2,3] Stevens rearrangement of allylthioethers |
Publication Type | Journal Article |
Year of Publication | 2017 |
Authors | Thangaraj, M, Gaykar, RN, Roy, T, Biju, AT |
Journal | Journal of Organic Chemistry |
Volume | 82 |
Start Page | 4470–4476 |
Issue | 8 |
Pagination | 4470–4476 |
Date Published | MAR |
Type of Article | Article |
Abstract | A mild and transition-metal-free synthesis of β-keto arylthioethers has been developed by the aryne triggered [2,3] Stevens rearrangement of allylthioethers. The key sulfur ylide intermediate for the rearrangement was formed by the S-arylation of allylthioethers with arynes generated from 2-(trimethylsilyl)aryl triflates using CsF. Later, the reaction products are converted into valuable heterocycles in two steps. |
DOI | 10.1021/acs.joc.7b00479 |
Type of Journal (Indian or Foreign) | Foreign |
Impact Factor (IF) | 4.785 |
Divison category:
Organic Chemistry
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