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Transition-Metal-Free Thioamination of Arynes Using Sulfenamides

Gaykar, Rahul N and Bhattacharjee, Subrata and Biju, Akkattu T (2019) Transition-Metal-Free Thioamination of Arynes Using Sulfenamides. In: ORGANIC LETTERS, 21 (3). pp. 737-740.

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Official URL: https://doi.org/10.1021/acs.orglett.8b03966

Abstract

The insertion of arynes into the S-N sigma-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: Journal Article
Additional Information: Copyright of this article belongs to AMER CHEMICAL SOC
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Depositing User: Id for Latest eprints
Date Deposited: 25 Feb 2019 11:40
Last Modified: 25 Feb 2019 11:40
URI: http://eprints.iisc.ac.in/id/eprint/61823

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