Mallick, Rajendra K. ; Dutta, Shubham ; Vanjari, Rajeshwer ; Voituriez, Arnaud ; Sahoo, Akhila K. (2019) Thioarylative Radical Cyclization of Yne-Dienone Journal of Organic Chemistry, 84 (16). pp. 10509-10517. ISSN 0022-3263
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Official URL: http://doi.org/10.1021/acs.joc.9b01445
Related URL: http://dx.doi.org/10.1021/acs.joc.9b01445
Abstract
We herein demonstrated a N-hydroxyphthalimide (NHPI)-mediated chemo- and regioselective radical cyclization of yne-dienone with thiols to construct 3-thioaryl bearing [6,6]-fused dihydrochromenone derivatives. This transformation tolerates common functional groups and has broad scope. The reaction proceeds via the attack of a thioaryl radical to alkyne over the activated Michael acceptor. The TEMPO quenching experiment suggests the involvement of a radical intermediate. Synthetic versatility of 3-thioaryldihydrochromenones is also showcased.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society. |
| ID Code: | 121776 |
| Deposited On: | 22 Jul 2021 07:18 |
| Last Modified: | 22 Jul 2021 07:18 |
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