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

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 <i>via</i> a novel phosphine-mediated α-umpolung/Wittig olefination/cycloaddition/lactonization/elimination cascade.

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Publication Details

Journal
Chemical Communications
Published
2025-01-01
DOI
https://doi.org/10.1039/d5cc04624f
Citations
1
Primary Topic
Synthesis of heterocyclic compounds
Type
article
Field-Weighted Citation Impact
0.94
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article

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

Yushuang Chen, Nengzhong Wang, Xiaoxuan Li, Hui Qin Yao et al.
1 citations
Chemical Communications
Synthesis of heterocyclic compounds
0.94
article

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

Yushuang Chen, Nengzhong Wang, Xiaoxuan Li, Hui Qin Yao, Jing Chen, Nianyu Huang, Yifei Cai, Xin Yu, Dan Xu
article en
1 citations

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 <i>via</i> a novel phosphine-mediated α-umpolung/Wittig olefination/cycloaddition/lactonization/elimination cascade.

Chemical CommunicationsVol. 61(79)
China Three Gorges University (CN), Chongqing University of Science and Technology (CN), Chongqing University of Technology (CN)
Openalex Percentile: Top 22%
Synthesis of heterocyclic compounds
0.94
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