The Journal of Organic Chemistry

A regiochemical study of the alkylation of 1, 5-and 2, 5-substituted tetrazoles

EW Thomas, MM Cudahy

Index: Thomas, Edward W.; Cudahy, Michele M. Journal of Organic Chemistry, 1993 , vol. 58, # 6 p. 1623 - 1627

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Citation Number: 10

Abstract

H 44 a And bis-alkylated adduct 4e'(24%), where R2= CH3. a phenyl group is present on the 5-alkyl moiety to direct alkylationadjacent to it. The origin for the regioselectivity in the alkylation of 1, 5-and 2, 5-substituted tetrazolee is not obvious. A number of factors such aa pK, of substrate, kinetic acidity of protons, metalating agent, and solvent polarity affect a metalation rea~ tion.~

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