Gaykar, Rahul N. ; Bhattacharjee, Subrata ; Biju, Akkattu T. (2019) Transition-Metal-Free Thioamination of Arynes Using Sulfenamides Organic Letters, 21 (3). pp. 737-740. ISSN 1523-7060
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Official URL: http://doi.org/10.1021/acs.orglett.8b03966
Related URL: http://dx.doi.org/10.1021/acs.orglett.8b03966
Abstract
The insertion of arynes into the S-N σ-bond of sulfenamides allowing the synthesis of o-sulfanylaniline derivatives with reasonable functional group compatibility is presented. The aryne generated from 2-(trimethylsilyl)aryl triflates using CsF in DME was the key for the success of this transition-metal-free thioamination reaction, which involves new C-N and C-S bond formations in a single step under mild conditions. Moreover, the synthetic potential of this method was demonstrated by the synthesis of the antidepressant drug vortioxetine.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society |
| ID Code: | 128610 |
| Deposited On: | 03 Nov 2022 06:44 |
| Last Modified: | 11 Nov 2022 05:58 |
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