Synthesis

A convenient method for the preparation of benzyl isocyanides

Y Kitano, T Manoda, T Miura, K Chiba, M Tada

Index: Kitano, Yoshikazu; Manoda, Tetsuya; Miura, Teppei; Chiba, Kazuhiro; Tada, Masahiro Synthesis, 2006 , # 3 p. 405 - 410

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Citation Number: 8

Abstract

Scheme [3] and Table [3] display the results of the reactions of various benzyl bromides, which have a substituent at the 4-position, with TMSCN and AgClO 4 . Each gave good yields of the corresponding isocyanides. The desired conversion was not affected by the halogen and acyloxy substituents on the ring (Table [3] , entries 1-3). On the other hand, substrates having an alkoxy group as a substituent, like 4-methoxybenzyl or 4-benzyloxybenzyl bromides, afforded ...