Issue 45, 2023
From the journal:

Organic & Biomolecular Chemistry

Tandem phospha-Michael addition/cyclization/dehydration of 2-hydroxychalcones with H-phosphine oxides for the synthesis of 4-phosphorylated 4H-chromenes†

Zhong Wen,a   Kai-Cheng Yang,a   Shi-Lu Zheng,a   Yu-Shan Zhang,a   Sheng-Jun Wang,a   Hai-Liang Nib  and  Long Chen ORCID logo *a  

* Corresponding authors

a Antibiotics Research and Re-evaluation Key Laboratory of Sichuan Province, Sichuan Industrial Institute of Antibiotics, School of Pharmacy, Chengdu University, 2025 Chengluo Avenue, Chengdu 610016, P. R. China
E-mail: chenlong@cdu.edu.cn

b College of Chemistry and Materials Science, Sichuan Normal University, 5 Jing An Road, Chengdu 610066, P. R. China

Abstract

A Hg(OTf)2-catalyzed tandem phospha-Michael addition/cyclization/dehydration of 2-hydroxychalcones with H-phosphine oxides is presented. This protocol provides a new and supplementary approach for the preparation of 4-phosphorylated 4H-chromenes in good yields (up to 99%). In addition, this domino reaction allows the successful construction of two new C–P and C–O bonds in a one-pot operation.

Graphical abstract: Tandem phospha-Michael addition/cyclization/dehydration of 2-hydroxychalcones with H-phosphine oxides for the synthesis of 4-phosphorylated 4H-chromenes

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Article information

DOI
https://doi.org/10.1039/D3OB01562A
Article type
Paper
Submitted
27 Sep 2023
Accepted
31 Oct 2023
First published
31 Oct 2023

Org. Biomol. Chem., 2023,21, 9076-9081

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Tandem phospha-Michael addition/cyclization/dehydration of 2-hydroxychalcones with H-phosphine oxides for the synthesis of 4-phosphorylated 4H-chromenes

Z. Wen, K. Yang, S. Zheng, Y. Zhang, S. Wang, H. Ni and L. Chen, Org. Biomol. Chem., 2023, 21, 9076 DOI: 10.1039/D3OB01562A

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