MnO<sub>2</sub> -Promoted Oxidative Radical Sulfonylation of Haloalkynes with Sulfonyl Hydrazides: C(sp)-S Bond Formation towards Alkynyl Sulfones.

Chen, Pengquan; Zhu, Chuanle; Zhu, Rui; Wu, Wanqing; Jiang, Huanfeng

MnO₂ -Promoted Oxidative Radical Sulfonylation of Haloalkynes with Sulfonyl Hydrazides: C(sp)-S Bond Formation towards Alkynyl Sulfones.

Chen, Pengquan; Zhu, Chuanle; Zhu, Rui; Wu, Wanqing; Jiang, Huanfeng.

Afiliación

Chen P; Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, 510640, P.R. China.
Zhu C; Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, 510640, P.R. China.
Zhu R; Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, 510640, P.R. China.
Wu W; Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, 510640, P.R. China.
Jiang H; Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, 510640, P.R. China.

Chem Asian J ; 12(15): 1875-1878, 2017 Aug 04.

Article en En | MEDLINE | ID: mdl-28661583

ABSTRACT

ABSTRACT

A catalyst-free oxidative radical sulfonylation of haloalkynes with sulfonyl hydrazides is reported. It represents an example of C(sp)-S bond formation using sulfonyl hydrazides as sulfonyl radical sources. Various alkynyl sulfones were synthesized in moderate to good yields. Having MnO2 as the oxidant is very critical for this transformation. Remarkably, the self-coupling reaction of haloalkynes through C(sp)-C(sp) bond formation is significantly inhibited under the standard reaction conditions.

Palabras clave

C(sp)-S bond formation; alkynes; organosulfones; radical reactions; sulfonyl hydrazides

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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Chem Asian J Año: 2017 Tipo del documento: Article