The addition of alkyl Grignard reagents on I-benzyltetrazole imines occurs at the nitrogen atom to give the corresponding N-alkylated tetrazole amines (the azophilic product).In contrast the same reagents on the 2-benzyltetrazole imines exclusively attack the irnino carbon (the carbophilic product).
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Yoo et al. (1997) studied this question.
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