Facile synthesis of 1,2,4-oxadiazoles by the cycloaddition of N-hydroxybenzenecarbonimidoyl chlorides and nitriles under mild conditions

We report a mild synthesis of 1,2,4-oxadiazoles via the dipolar cycloaddition of N-hydroxybenzenecarbonimidoyl chlorides with nitriles under metal-free and catalyst-free conditions. We demonstrate a wide-substrate scope with aryl, heteroaryl, and alkyl substituents on both substrates with up to 91% yield.

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Journal
Synthesis
Published
2026-08-21
DOI
https://doi.org/10.1055/a-2943-5406
Primary Topic
Structural and Chemical Analysis of Organic and Inorganic Compounds
Type
article
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article

Facile synthesis of 1,2,4-oxadiazoles by the cycloaddition of N-hydroxybenzenecarbonimidoyl chlorides and nitriles under mild conditions

Webster L. Santos, Swetha Jos
Synthesis
Structural and Chemical Analysis of Organic and Inorganic Compounds
article

Facile synthesis of 1,2,4-oxadiazoles by the cycloaddition of N-hydroxybenzenecarbonimidoyl chlorides and nitriles under mild conditions

Webster L. Santos, Swetha Jos
article en

Abstract

We report a mild synthesis of 1,2,4-oxadiazoles via the dipolar cycloaddition of N-hydroxybenzenecarbonimidoyl chlorides with nitriles under metal-free and catalyst-free conditions. We demonstrate a wide-substrate scope with aryl, heteroaryl, and alkyl substituents on both substrates with up to 91% yield.

Synthesis
Virginia Tech (US)
Openalex Percentile: Top 18%
Structural and Chemical Analysis of Organic and Inorganic Compounds
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Facile synthesis of 1,2,4-oxadiazoles by the cycloaddition of N-hydroxybenzenecarbonimidoyl chlorides and nitriles under mild conditions — Webster L. Santos, Swetha Jos · Synthesis (2026) | TGRS Research Map | TGRS