cs9b02536_si_001.pdf (4.76 MB)
Download fileIridium-Catalyzed Synthesis of Substituted Indanones from Aromatic Carboxylates and Unsaturated Ketones
journal contribution
posted on 2019-08-06, 14:04 authored by Guodong Zhang, Zhiyong Hu, Giulia Bertoli, Lukas J. GooßenA catalytic
annulation is presented that provides straightforward,
modular synthetic access to 3-substituted indanones from benzoic acids
and α,β-unsaturated ketones. It is catalyzed by a bimetallic
Ir/In system and proceeds via hydroarylation followed by Claisen condensation
and optional retro-Claisen deacylation. The annulation may be combined
into a one-pot procedure with the synthesis of the unsaturated ketone
substrates from aldehydes and acetone. Two complementary reaction
protocols are provided that are applicable to diversely functionalized
electron-rich and electron-poor substrates.
History
Usage metrics
Read the peer-reviewed publication
Categories
Keywords
one-pot procedureUnsaturated Ketoneshydroarylationproceedbenzoic acidsannulationSubstituted Indanonesaccessketone substratesClaisen condensationaldehydediversely functionalized electron-richretro-Claisen deacylationelectron-poor substratesAromatic Carboxylatesreaction protocolsbimetallicacetoneindanone3-synthesisIridium-Catalyzed Synthesis