Additive-controlled chemodivergent multi-component domino reaction between salicylaldehydes and Morita–Baylis–Hillman (MBH) carbonates

Dan Xu; Xiaoxuan Li; Yifei Cai; Yushuang Chen; Yu Xin; Jing Chen; Hui Yao; Nianyu Huang; Nengzhong Wang

doi:10.1039/D5CC04624F

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Additive-controlled chemodivergent multi-component domino reaction between salicylaldehydes and Morita–Baylis–Hillman (MBH) carbonates

Dan Xu,†^a Xiaoxuan Li,†^a Yifei Cai,^a Yushuang Chen,

*^b Yu Xin,^a Jing Chen,^a Hui Yao,

^a Nianyu Huang

*^a and Nengzhong Wang

*^a

Author affiliations

* Corresponding authors

^a Hubei Key Laboratory of Natural Products Research and Development, College of Biological and Pharmaceutical Sciences, China Three Gorges University, Yichang, Hubei 443002, China
E-mail: huangny@ctgu.edu.cn, wangnz@ctgu.edu.cn

^b College of Chemistry and Chemical Engineering, Chongqing University of Science and Technology, Chongqing, 401331, China
E-mail: 2022023@cqust.edu.cn

Abstract

An unexpected additive-controlled chemodivergent multi-component domino reaction of salicylaldehydes with MBH carbonates has been skillfully developed. Interestingly, acid additives regulate the reaction to form functionalized cyclohexenes or natural coumarin derivatives. Notably, the coumarins were produced via a novel phosphine-mediated α-umpolung/Wittig olefination/cycloaddition/lactonization/elimination cascade.

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DOI: https://doi.org/10.1039/D5CC04624F
Article type: Communication
Submitted: 12 Aug 2025
Accepted: 26 Aug 2025
First published: 26 Aug 2025

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Chem. Commun., 2025, Advance Article

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Additive-controlled chemodivergent multi-component domino reaction between salicylaldehydes and Morita–Baylis–Hillman (MBH) carbonates

Dan Xu, X. Li, Y. Cai, Y. Chen, Y. Xin, J. Chen, H. Yao, N. Huang and N. Wang, Chem. Commun., 2025, Advance Article , DOI: 10.1039/D5CC04624F

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Chemical Communications

Additive-controlled chemodivergent multi-component domino reaction between salicylaldehydes and Morita–Baylis–Hillman (MBH) carbonates

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Additive-controlled chemodivergent multi-component domino reaction between salicylaldehydes and Morita–Baylis–Hillman (MBH) carbonates

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