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An Efficient α ‐Alkylation of Aromatic Ketones with Primary Alcohols Catalyzed by [Cp∗︁IrCl 2 ] 2 without Solvent
Author(s) -
Li Jian,
Zhang Weixing,
Wang Feng,
Jiang Min,
Dong Xiaochun,
Zhao Weili
Publication year - 2012
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201200524
Subject(s) - chemistry , catalysis , alkylation , primary (astronomy) , solvent , aldol condensation , condensation , organic chemistry , hydrogen , medicinal chemistry , physics , astronomy , thermodynamics
Aromatic ketones are directly alkylated at α position with primary alcohols at 110°C in the presence of catalytic amount of KOH and [Cp∗IrCl 2 ] 2 (Cp∗=pentamethylcyclopentadienyl) catalyst. The reaction is carried out in the absence of any solvent or additive, which generates only water as the byproduct in theory. It is very efficient and generally completed in 10 min in good isolated yields. The reaction is believed to undergo successive hydrogen transfer and cross aldol condensation processes.