Issue 56, 2015

Electrophilic phosphonium cations catalyze hydroarylation and hydrothiolation of olefins

Abstract

Electrophilic phosphonium cations (EPCs) are efficient main group catalysts for the hydroarylation of olefins under mild conditions, providing a facile route to substituted aniline, bis-arylamine, phenol, furan, thiophene, pyrrole, and indole derivatives. Similarly, EPCs catalyze the hydrothiolation of aryl olefins with thiophenol affording a series of alkyl aryl thioethers. Experimental data support a mechanism for these reactions that involves initial activation of the olefin.

Graphical abstract: Electrophilic phosphonium cations catalyze hydroarylation and hydrothiolation of olefins

Supplementary files

Article information

Article type
Communication
Submitted
29 Apr 2015
Accepted
12 Jun 2015
First published
12 Jun 2015

Chem. Commun., 2015,51, 11301-11304

Electrophilic phosphonium cations catalyze hydroarylation and hydrothiolation of olefins

M. Pérez, T. Mahdi, L. J. Hounjet and D. W. Stephan, Chem. Commun., 2015, 51, 11301 DOI: 10.1039/C5CC03572D

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