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Synthesis 2010(6): 991-999
DOI: 10.1055/s-0029-1219273
DOI: 10.1055/s-0029-1219273
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
N,N′-Di-Boc-Substituted Thiourea as a Novel and Mild Thioacylating Agent Applicable for the Synthesis of Thiocarbonyl Compounds
Further Information
Received
26 October 2009
Publication Date:
25 January 2010 (online)
Publication History
Publication Date:
25 January 2010 (online)
Abstract
Stable and readily available N,N′-di-Boc-substituted thiourea, when activated with trifluoroacetic acid anhydride, was used as a novel thioacylating agent. Through the thioacylation of nucleophiles, such as amines, alcohols, thiols, sodium benzenethiolate, and sodium malonates with N,N′-di-Boc-substituted thiourea, a series of thiocarbonyl compounds were prepared under mild conditions with good chemical selectivity and functional group tolerance.
Key words
N,N′-di-Boc-substituted thiourea - thioacylating agent - thiocarbonyl
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