Synthesis

One-carbon homologation of aldehydes to N-(α-haloacyl) benzotriazoles

AR Katritzky, SR Tala, SK Singh

Index: Katritzky, Alan R.; Tala, Srinivasa R.; Singh, Sandeep K. Synthesis, 2006 , # 19 p. 3231 - 3237

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Citation Number: 7

Abstract

Abstract One-carbon homologated N-(α-haloacyl) benzotriazoles have been synthesized from the corresponding aromatic and aliphatic aldehydes. Vinylbenzotriazoles, prepared by the reaction of aldehydes with the one-carbon synthon BtCH 2 P+ Ph 3 Cl-, were subsequently treated with Br 2/Et 3 N to give 1-bromovinylbenzotriazoles. These were then treated with NBS/NIS in CH 3 CN-H 2 O to furnish one-carbon homologated N-(α-haloacyl ...