Electrochemical Decarboxylative N-Alkylation of Heterocycles
An operationally simple method to employ nonactivated carboxylic acids as alkylating agents in the N-alkylation of heterocycles is reported through an electrochemically driven anodic decarboxylative process. A wide substrate scope across a range of heterocycles is demonstrated along with a series of applications that significantly reduce the step count required to access such medicinally relevant structures.
Tetrazoles: XLVI. Alkylation of 5-substituted tetrazoles with methyl chloromethyl ether and α-methylstyrene
Alkylation of 5-aryl(hetaryl)tetrazoles with methyl chloromethyl ether under conditions of phase-transfer catalysis leads to formation of isomeric 1- and 2-methoxymethyltetrazoles at a ratio of ~1:2. The reaction of 5-substituted tetrazoles with α-methylstyrene in the presence of trichloroacetic acid gives the corresponding 2-(α,α-dimethylbenzyl)tetrazoles in high yield and with high regioselectivity.
Myznikov,Artamonova,Koldobskii,Hrabalek
p. 551 - 554
(2007/10/03)
Processes for preparing 1-butyl-2-[2'-(2H-tetrazol-5-yl) biphenyl-4-ylmethyl]-1H-indole-3-carboxylic acid
The present invention relates to processes for preparing 1-butyl-2-[2''-(2H-tetrazol-5-yl)biphenyl-4-ylmethyl]-1H-indole-3-carboxylic acid and to intermediates useful in such processes. The present invention also relates to a process for deprotecting compounds containing a protected 2H-tetrazolyl group, which process comprises reacting a the protected compound with a Lewis acid in the presence of a thiol.
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(2008/06/13)
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