Spiroannulations of β-Ketothioamides with Bromoenals via Selective <i>C</i>-Michael Addition and <i>S</i>-Michael Addition-Triggered Cascade Reactions

A spiroannulation reaction of β-ketothioamides with aromatic β-bromoenals and aromatic α-bromoenals via selective <i>C</i>-Michael addition and <i>S</i>-Michael addition-triggered cascade reactions has been developed. This protocol provides a novel and rapid approach for the synthesis of substituted spirothiopyran and spirothiophene derivatives under mild conditions with moderate to good yields and a broad substrate scope.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2024-09-30
DOI
https://doi.org/10.1021/acs.joc.4c01668
Citations
2
Primary Topic
Synthesis of heterocyclic compounds
Type
article
Field-Weighted Citation Impact
0.50

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article

Spiroannulations of β-Ketothioamides with Bromoenals via Selective C-Michael Addition and S-Michael Addition-Triggered Cascade Reactions

Hong Qian, Zhao‐Lin He, Yi Li, Gang Wang et al.
2 citations
The Journal of Organic Chemistry
Synthesis of heterocyclic compounds
0.50
article

Spiroannulations of β-Ketothioamides with Bromoenals via Selective C-Michael Addition and S-Michael Addition-Triggered Cascade Reactions

Hong Qian, Zhao‐Lin He, Yi Li, Gang Wang, Wanyu Yan, Jing Zou
article en
2 citations

Abstract

A spiroannulation reaction of β-ketothioamides with aromatic β-bromoenals and aromatic α-bromoenals via selective <i>C</i>-Michael addition and <i>S</i>-Michael addition-triggered cascade reactions has been developed. This protocol provides a novel and rapid approach for the synthesis of substituted spirothiopyran and spirothiophene derivatives under mild conditions with moderate to good yields and a broad substrate scope.

The Journal of Organic ChemistryVol. 89(20)
Wuhan Institute of Technology (CN)
Hubei Provincial Department of Education
Clean water and sanitation
Openalex Percentile: Top 39%
Synthesis of heterocyclic compounds
0.50
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