Deacylative S <sub>N</sub> 2′-Type Alkylation of Monochloro- and <i>gem</i> -Dichlorocyclobutenones Mediated by Pro-aromatic Intermediates

-dichlorocyclobutenones, contrasting β-selective radical addition in Giese-type addition. This base- and oxidant-free method provides efficient access to highly functionalized 4-alkylated α-chlorocyclobutenones. Furthermore, aldehyde-derived pro-aromatic 4-alkyl-1,4-dihydropyrides served as C-radical precursors, enabling the synthesis of 4-alkylated α-chlorocyclobutenones under similar reaction conditions.

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Publication Details

Journal
Organic Letters
Published
2026-07-26
DOI
https://doi.org/10.1021/acs.orglett.6c02578
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
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article

Deacylative S N 2′-Type Alkylation of Monochloro- and gem -Dichlorocyclobutenones Mediated by Pro-aromatic Intermediates

Basudev Sahoo, Pinku Prasad Mondal, Sourav Das, Keerthana Somaraj
Organic Letters
Radical Photochemical Reactions
article

Deacylative S N 2′-Type Alkylation of Monochloro- and gem -Dichlorocyclobutenones Mediated by Pro-aromatic Intermediates

Basudev Sahoo, Pinku Prasad Mondal, Sourav Das, Keerthana Somaraj
article en

Abstract

-dichlorocyclobutenones, contrasting β-selective radical addition in Giese-type addition. This base- and oxidant-free method provides efficient access to highly functionalized 4-alkylated α-chlorocyclobutenones. Furthermore, aldehyde-derived pro-aromatic 4-alkyl-1,4-dihydropyrides served as C-radical precursors, enabling the synthesis of 4-alkylated α-chlorocyclobutenones under similar reaction conditions.

Organic Letters
Indian Institute of Science Education and Research Thiruvananthapuram (IN)
Clean water and sanitation
Openalex Percentile: Top 16%
Radical Photochemical Reactions
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