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CAN‐Supported Chemoselective Oxidative Conversion of α‐Aroylketene‐(S,S)‐acetals to Aryl Carboxylic Acids
Author(s) -
Babu Seenivasagaperumal Sriram,
Shanmugam Sivakumar
Publication year - 2017
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201700107
Subject(s) - ceric ammonium nitrate , chemistry , aryl , oxidative phosphorylation , carboxylic acid , catalysis , bond cleavage , ligand (biochemistry) , organic chemistry , ammonium nitrate , nitrate , combinatorial chemistry , alkyl , copolymer , receptor , polymer , biochemistry
Chemoselective oxidative conversion of α ‐aroylketene‐(S,S)‐acetals to aryl carboxylic acids in the presence of Ceric ammonium nitrate (CAN) has been achieved under mild reaction condition. The internal nitrate ligand present in CAN acted as an oxidant and favored selective conversion of α ‐aroylketene‐(S,S)‐acetals to aryl acid. α ‐Hydrogen is necessary to initiate radical by Ce(IV) via α ‐C‐H bond cleavage. The current synthetic strategy is compatible for various aromatic groups under mild conditions. The method is appropriate for electron rich as well as deficient α , β ‐unsaturated system.