Three synthetic routes to a sterically hindered tetrazole. A new one-step mild conversion of an amide into a tetrazole

…, ME Pierce, JB Santella III

Index: Duncia, John V.; Pierce, Michael E.; Santella, Joseph B. Journal of Organic Chemistry, 1991 ,  vol. 56,  # 7  p. 2395 - 2400

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Citation Number: 303

Abstract

5-[4'-Methyl-l, l'-biphenyl-2-yl]-1H-tetrazole (6), which contains a sterically hindered o- tetrazole group, was synthesized by three different routes, one of them employing a new tetrazole synthesis. The first involved the reaction of trialkyltin azides with 4'-methyl-l, l'- biphenyl-2-carbonitrile (3). The resultant trimethyltin-tetrazole adduct could be hydrolyzed with acid to yield biphenylyltetrazole 6. The tri-n-butyltin-tetrazole adduct, however, was ...