Highly regioselective para-methylthiolation/bridging methylenation of arylamines promoted by NH4I

Organic & Biomolecular Chemistry
Yinfeng XuPeipei Sun

Abstract

Aryl methyl thioethers and methylene-bridged arylamines were synthesized via highly regioselective para-methylthiolation/bridging methylenation of arylamines using DMSO as the methylthio or methylene source in the presence of NH4I under metal-free conditions. For the substrates with both electron-donating and electron-withdrawing substituents, the reaction proceeded smoothly and gave moderate to good yields.

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Citations

Feb 27, 2016·The Journal of Organic Chemistry·Yongyuan GaoPeipei Sun
Jun 21, 2016·Chemical Communications : Chem Comm·Mukund M D Pramanik, Namrata Rastogi
Jun 28, 2017·Organic & Biomolecular Chemistry·Liang HuGangguo Zhu
Jul 23, 2020·Organic & Biomolecular Chemistry·Bernardo Basbaum Portinho de Puga CarvalhoGiovanni Wilson Amarante
Apr 21, 2021·Organic & Biomolecular Chemistry·Shuangyang ChenLan-Gui Xie

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