The Journal of organic chemistry

General and Efficient Insertions of Carbons Carrying Aryl and Heteroaryl Groups: Synthesis of α-Aryl-and α-Heteroaryl-Substituted Ketones

AR Katritzky, D Toader, L Xie

Index: Katritzky, Alan R.; Toader, Dorin; Xie, Linghong Journal of Organic Chemistry, 1996 , vol. 61, # 21 p. 7571 - 7577

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Citation Number: 38

Abstract

Anions formed from the lithiation of a variety of 1-(arylmethyl)-and 1-(heteroarylmethyl) benzotriazoles 1 with n-BuLi underwent addition to aliphatic and aromatic aldehydes and cyclic and acyclic ketones. Subsequent in situ thermal rearrangements of the intermediates in the presence of zinc bromide provided one-carbon chain-extended or ring-expanded α- aryl-and α-heteroaryl-substituted ketones 2 in moderate to excellent yields in simple one- ...