GENERATION OF α-ACYLCARBENIUM IONS: A NOVEL UNCATTALYSED C-C BOND FORMATION AT ROOM TEMPERATURE

Article abstract of DOI:10.1016/S0040-4020(01)86025-7

Reactions of substituted desyl chloride 1 and 5 with phenol at room temperature in benzene results in C-alkylation.The reaction is shown to proceed through a benzylic α-acylcarbenium ion.This contention is supported by (i) the failure of this reaction with haloketones 8 and 22 and (ii) the different nature of products obtained when these haloketones were allowed to react in the presence of K2CO3.