Synlett

Some Practical Methods for the Application of 5-Metallo-1-benzyl-1H-tetrazoles in Synthesis

SH Wiedemann, MM Bio, LM Brown, KB Hansen…

Index: Wiedemann, Sean H.; Bio, Matthew M.; Brown, Liane M.; Hansen, Karl B.; Langille, Neil F. Synlett, 2012 , vol. 23, # 15 p. 2231 - 2236

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Abstract

Abstract Nucleophilic reagents such as 5-lithiotetrazoles are synthetically powerful tools for the installation of tetrazole functional groups, but they are of limited utility due to the instability of tetrazole-derived carbanions. Herein, we report practical methods for the generation and use of new 5-metallo-1-benzyl-1 H-tetrazoles (M= K, MgX, ZnX) derived from either 1-benzyl-1 H-tetrazole or 1-benzyl-5-bromo-1 H-tetrazole. By varying the metal ...