Journal of organometallic chemistry

Arylboronic acids with intramolecular B–N interaction: convenient synthesis through ortho-lithiation of substituted benzylamines

M Lauer, G Wulff

Index: Lauer, Manfred; Wulff, Guenter Journal of Organometallic Chemistry, 1983 , vol. 256, # 1 p. 1 - 10

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Citation Number: 69

Abstract

Abstract Ortho-lithiation of N, N-dimethylbenzylamine and reaction with trimethylborate gave the corresponding boronic acid in good yields. The reaction was extended to the synthesis of various aromatic boron compounds with nitrogen-containing substituents in the ortho- position, including a chiral boroxin prepared from (S)-N, N dimethyl-1-phenylethylamine. From N-methyl-benzylamine a stable boronium salt was obtained under certain conditions ...