Photocatalytic Esterification of Ketones via C(sp2)C(sp3) Bond Activation

2026-06-10

PRE

Akash Jana

Arnab Mandal

Sibasish Manna

Nandita Ahalyan

Wafa Bawazir

Nesreen S. Ahmed

Mohamed Mokhtar M. Mostafa

Debabrata Maiti *

DOI：10.1002/adsc.70567

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Abstract

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Carbon–carbon bond cleavage is a powerful strategy for molecular editing in synthetic chemistry; however, the selective activation of unstrained and unpolarized C–C σ-bonds remains challenging. In particular, controlled scission of C(CO)-C linkages in ketones under mild conditions is rarely achieved. Herein, we report a redox-neutral protocol for the direct conversion of ketones to esters via selective C(sp2)C(sp3) bond cleavage. This transformation proceeds through a cascade sequence involving photoexcited oxygen radical anion (1O2). The reaction operates under mild conditions and exhibits high chemoselectivity, tolerating a wide range of sensitive functional groups. This method expands the scope of σ-bond activation and provides a practical approach for carbon–carbon bond transformations and late-stage molecular modification.

Keywords:

C<span class='icomoon'>?</span>C bond cleavage

esterification

ketones

oxygen

photocatalysis

Photocatalytic Esterification of Ketones via C(sp2)C(sp3) Bond Activation

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