The preparation and preliminary biological evaluation of the (2-cycloalkyl-1-benzimidazolyl)-N,N-diethylacetamides 7a–e are described. Key steps for the preparation of the compounds 7a–d are (i) the homolytic cycloalkylation of benzimidazole, in which the silver-catalyzed oxidative decarboxylation of the cycloalkanecarboxylic acids 1a–d by peroxydisulfate is used as a source of alkyl radicals, and (ii) the N-alkylation of benzimidazole by the ethoxycarbonylcarbenoid generated by the copper bronze-catalyzed decomposition of ethyl diazoacetate.
HOMOLYTIC SUBSTITUTION AND CARBENOIDIC REACTIONS IN THE PREPARATION OF BENZIMIDAZOLE DERIVATIVES OF PHARMACEUTICAL INTEREST - SYNTHESIS AND PROPERTIES OF (2-CYCLOALKYL-1-BENZIMIDAZOLYL)-N,N-DIETHYLACETAMIDES
PELLICCIARI, Roberto;NATALINI, Benedetto;
1985
Abstract
The preparation and preliminary biological evaluation of the (2-cycloalkyl-1-benzimidazolyl)-N,N-diethylacetamides 7a–e are described. Key steps for the preparation of the compounds 7a–d are (i) the homolytic cycloalkylation of benzimidazole, in which the silver-catalyzed oxidative decarboxylation of the cycloalkanecarboxylic acids 1a–d by peroxydisulfate is used as a source of alkyl radicals, and (ii) the N-alkylation of benzimidazole by the ethoxycarbonylcarbenoid generated by the copper bronze-catalyzed decomposition of ethyl diazoacetate.File in questo prodotto:
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