Photoredox‐Catalyzed Decarboxylative Cascade Cyclization of NHPI Esters With Isocyanides: Access to 2‐Alkylbenzothiazoles/2‐Alkylbenzoselenazoles

ABSTRACT A metal‐free photoredox catalysis enabling a decarboxylative radical cascade cyclization for the efficient synthesis of 2‐alkylbenzothiazoles/2‐alkylbenzoselenazoles is described. This protocol utilizes alkyl N ‐hydroxyphthalimide (NHPI) esters and 2‐isocyanaryl thioethers/selenoethers as the substrates, and the transformation proceeds through a photoredox‐catalyzed, radical addition‐triggered cascade cyclization. This method features mild conditions, excellent functional group tolerance, and a broad substrate scope encompassing primary, secondary, and tertiary alkyl radicals, providing a versatile entry to these valuable heterocycles.

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Publication Details

Journal
Asian Journal of Organic Chemistry
Published
2026-02-01
DOI
https://doi.org/10.1002/ajoc.70325
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
0.00

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article

Photoredox‐Catalyzed Decarboxylative Cascade Cyclization of NHPI Esters With Isocyanides: Access to 2‐Alkylbenzothiazoles/2‐Alkylbenzoselenazoles

Wanqing Wu, Dan Liu, Kaiwen Yi, Huanfeng Jiang
Asian Journal of Organic Chemistry
Radical Photochemical Reactions
article

Photoredox‐Catalyzed Decarboxylative Cascade Cyclization of NHPI Esters With Isocyanides: Access to 2‐Alkylbenzothiazoles/2‐Alkylbenzoselenazoles

Wanqing Wu, Dan Liu, Kaiwen Yi, Huanfeng Jiang
article en

Abstract

ABSTRACT A metal‐free photoredox catalysis enabling a decarboxylative radical cascade cyclization for the efficient synthesis of 2‐alkylbenzothiazoles/2‐alkylbenzoselenazoles is described. This protocol utilizes alkyl N ‐hydroxyphthalimide (NHPI) esters and 2‐isocyanaryl thioethers/selenoethers as the substrates, and the transformation proceeds through a photoredox‐catalyzed, radical addition‐triggered cascade cyclization. This method features mild conditions, excellent functional group tolerance, and a broad substrate scope encompassing primary, secondary, and tertiary alkyl radicals, providing a versatile entry to these valuable heterocycles.

Asian Journal of Organic ChemistryVol. 15(2)
South China University of Technology (CN)
Natural Science Foundation of Guangdong Province, Guangzhou Municipal Science and Technology Bureau
Openalex Percentile: Top 61%
Radical Photochemical Reactions
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