Electrochemically dehydrogenative C–H/P–H cross-coupling: effective synthesis of phosphonated quinoxalin-2(1 <i>H</i>)-ones and xanthenes

Author(s): Ke-Jing Li ¹ ^, ² ^, ³ ^, ⁴ ^, ⁵ , Yang-Ye Jiang ⁶ ^, ⁷ ^, ⁸ ^, ⁹ ^, ⁵ , Kun Xu ⁶ ^, ⁷ ^, ⁸ ^, ⁹ ^, ⁵ , Cheng-Chu Zeng ¹ ^, ² ^, ³ ^, ⁴ ^, ⁵ , Bao-Guo Sun ¹ ^, ² ^, ³ ^, ⁴ ^, ⁵

Publication date (Electronic): 2019

Journal: Green Chemistry

Publisher: Royal Society of Chemistry (RSC)

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Abstract

An efficient electrochemical approach for the C(sp ²)–H phosphonation of quinoxalin-2(1 H)-ones and C(sp ³)–H phosphonation of xanthenes has been developed.

Abstract

An efficient electrochemical approach for the C(sp ²)–H phosphonation of quinoxalin-2(1 H)-ones and C(sp ³)–H phosphonation of xanthenes has been developed. The chemistry was performed in an undivided cell under constant current conditions and features a wide range of substrates, up to 99% yield and it is free of transition-metal catalysts- and external oxidants, thereby providing a straightforward approach for dehydrogenative C–H/P–H cross-coupling. In addition, control experiments disclose that some of the reactions may involve a radical pathway.

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Author and article information

Contributors

Cheng-Chu Zeng: (View ORCID Profile)

Journal

Journal ID (publisher-id): GRCHFJ

Title: Green Chemistry

Abbreviated Title: Green Chem.

Publisher: Royal Society of Chemistry (RSC)

ISSN (Print): 1463-9262

ISSN (Electronic): 1463-9270

Publication date Created: August 12 2019

Publication date (Electronic): 2019

Volume: 21

Issue: 16

Pages: 4412-4421

Affiliations

[1 ]Beijing Advanced Innovation Center for Food Nutrition and Human Health

[2 ]School of Food and Chemical Engineering

[3 ]Beijing Technology and Business University

[4 ]Beijing 100048

[5 ]China

[6 ]Beijing Key Laboratory of Environmental and Viral Oncology

[7 ]College of Life Science & Bioengineering

[8 ]Beijing University of Technology

[9 ]Beijing 100124

Article

DOI: 10.1039/C9GC01474H

SO-VID: b6855123-ec34-43da-bdc4-ab15b089ca36

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