Issue 38, 2015

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

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.

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

Supplementary files

Article information

Article type
Communication
Submitted
10 Aug 2015
Accepted
24 Aug 2015
First published
25 Aug 2015

Org. Biomol. Chem., 2015,13, 9742-9745

Author version available

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

Y. Xu, T. Cong, P. Liu and P. Sun, Org. Biomol. Chem., 2015, 13, 9742 DOI: 10.1039/C5OB01679G

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