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Synthesis 2012; 44(16): 2630-2638
DOI: 10.1055/s-0032-1316562
DOI: 10.1055/s-0032-1316562
paper
Isoprene as Lithiation Mediator: Synthesis of 2-Substituted 1-Alkylimidazole Derivatives
Further Information
Publication History
Received: 23 April 2012
Accepted after revision: 22 May 2012
Publication Date:
02 July 2012 (online)
Abstract
The lithiation of different imidazoles bearing a primary (i.e., butyl, pentyl, dodecyl) or secondary (i.e., cyclohexyl, 1-methylheptyl) alkyl substituent on the nitrogen has been successfully achieved by means of an isoprene-mediated protocol. The subsequent reaction of the 2-lithioimidazole intermediates with different electrophiles leads to the formation of interesting 1,2-disubstituted imidazoles.
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