A phosphine-catalysed one-pot domino sequence to access cyclopentene-fused coumarins

Yan-Shan Chen; Yu Zheng; Zhi-Jun Chen; Zhen-Zhen Xie; Xian-Chen He; Jun-An Xiao; Kai Chen; Hao-Yue Xiang; Hua Yang

doi:10.1039/D1OB01143J

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A phosphine-catalysed one-pot domino sequence to access cyclopentene-fused coumarins†

Yan-Shan Chen,^a Yu Zheng,^a Zhi-Jun Chen,^b Zhen-Zhen Xie,^a Xian-Chen He,^a Jun-An Xiao,^c Kai Chen,

*^ad Hao-Yue Xiang

^a and Hua Yang

*^a

Author affiliations

* Corresponding authors

^a College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, P. R. China
E-mail: hyangchem@csu.edu.cn, kaichen@csu.edu.cn

^b Guangdong Zorun Pharmaceutical Research and Development Co. LTD, Guangzhou 510700, P. R. China

^c College of Chemistry and Materials Science, Nanning Normal University, Nanning 530001, P. R. China

^d State Key Laboratory of Chemical Oncogenomics, Peking University Shenzhen Graduate School, Shenzhen 518055, P. R. China

Abstract

A novel phosphine-catalysed, one-pot domino approach for the annulation of 2-formylphenyl alkynoates with activated methylene compounds to construct various cyclopentene-fused dihydrocoumarins is reported. This developed strategy provides a facile and efficient approach for the synthesis of structurally complex coumarins from inexpensive and readily available alkynoates.

This article is part of the themed collection: Synthetic methodology in OBC

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DOI: https://doi.org/10.1039/D1OB01143J
Article type: Paper
Submitted: 14 Jun 2021
Accepted: 27 Jul 2021
First published: 28 Jul 2021

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Org. Biomol. Chem., 2021,19, 7074-7080

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A phosphine-catalysed one-pot domino sequence to access cyclopentene-fused coumarins

Y. Chen, Y. Zheng, Z. Chen, Z. Xie, X. He, J. Xiao, K. Chen, H. Xiang and H. Yang, Org. Biomol. Chem., 2021, 19, 7074 DOI: 10.1039/D1OB01143J

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Organic & Biomolecular Chemistry

A phosphine-catalysed one-pot domino sequence to access cyclopentene-fused coumarins†

Abstract

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A phosphine-catalysed one-pot domino sequence to access cyclopentene-fused coumarins

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