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Synthesis 2015; 47(08): 1101-1108
DOI: 10.1055/s-0034-1380129
DOI: 10.1055/s-0034-1380129
paper
Metal-Free Direct N-Benzylation of Sulfonamides with Benzyl Alcohols by Employing Boron Trifluoride–Diethyl Ether Complex
Further Information
Publication History
Received: 10 November 2014
Accepted after revision: 30 December 2014
Publication Date:
10 February 2015 (online)
Abstract
N-Benzylation of sulfonamides with both primary and secondary benzyl alcohols by employing boron trifluoride–diethyl ether complex under mild reaction conditions has been developed, which is an environmentally benign and facile protocol for assembling a series of primary and secondary benzyl sulfonamides in yields up to 83%. In this coupling reaction, the beneficial role of water has been clarified in detail through control experiments.
Key words
N-benzylation - sulfonamides - benzyl alcohols - boron trifluoride–diethyl ether complex - waterSupporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-34-1380129.
- Supporting Information
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