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Copper Catalyzed‐TBHP/DTBP Promoted C(sp 2 )−H Bond Scission of Aldehydes: An Approach to Transform Aldehyde to Esters
Author(s) -
Dagar Neha,
Singh Swati,
Roy Sudipta Raha
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.202100319
Subject(s) - chemistry , aldehyde , alkyl , bond cleavage , catalysis , halide , organic chemistry , combinatorial chemistry
The direct oxidative C(sp 2 )−H functionalization represents a step and atom economical approach for the utilization of aldehyde as promising acyl surrogates. A mild and practical copper catalyzed‐TBHP/DTBP promoted esterification of aldehydes in the presence of alkyl halides and alcohols has been developed. This strategy relies on naturally abundant aldehydes as acyl precursors, which can further couple with readily available alkyl halides/alcohols to transform into esters. Preliminary mechanistic investigations reveal that aldehyde in the presence of tert ‐butoxy radical transforms into acyl radical. This protocol exhibits a broad substrate scope along with wide functional group compatibility and is applicable to a wide range of aldehydes, including challenging aliphatic aldehydes to undergo the C(sp 2 )−H bond scission to furnish the desired esters in good to excellent yields.