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Metal‐free Catalytic Esterification of Aryl Alkyl Ketones with Alcohols via Free‐radical Mediated C(sp 3 )−H Bond Oxygenation
Author(s) -
Rammurthy Banothu,
Peraka Swamy,
Vasu Amrutham,
Krishna Sai Gajula,
Divya Rohini Yennamaneni,
Narender Nama
Publication year - 2021
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.202000691
Subject(s) - chemistry , catalysis , aryl , alkyl , reagent , bond cleavage , organic chemistry , iodide , medicinal chemistry , combinatorial chemistry
A novel metal‐free catalytic one‐pot approach has been developed for the esterification of aralkyl ketones with alcohols under open‐air atmospheric conditions. The inexpensive iodide/oxone reagent system allowed the cascade C(sp 3 )−H bond oxygenation, selective C−C bond cleavage and esterification through the both radical and ionic pathways in a stepwise manner in one‐pot. This mild, convenient and economically viable catalytic method tolerates the various functional groups to provide the corresponding alkyl benzoates in up to 98% yields with up to 99% selectivity. The efficiency and feasibility of scale‐up of the present catalytic system was demonstrated with gram scale experiments (up to 10 gram scale).