Synthesis of Spiro-Pyrazolone-Benzo[ <i>b</i> ]azepines via Three-Component [4 + 3] Annulation of Pyrazolone-Derived Azomethine Ylides with <i>N</i> -(2-Chloromethyl) Aryl Amides

A novel one-pot, three-component [4 + 3] annulation reaction of pyrazolone-derived azomethine ylides with <i>N</i>-(2-chloromethyl) aryl amides has been developed. This method provides efficient access to a series of interesting and valuable spiro-pyrazolone-benzo[<i>b</i>]azepines in moderate to excellent yields with high regioselectivity and excellent diastereoselectivity under mild conditions.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2026-02-18
DOI
https://doi.org/10.1021/acs.joc.5c02542
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

Synthesis of Spiro-Pyrazolone-Benzo[ b ]azepines via Three-Component [4 + 3] Annulation of Pyrazolone-Derived Azomethine Ylides with N -(2-Chloromethyl) Aryl Amides

Yulong Li, Heng Yin, Chenyi Li, Jianming Xu et al.
The Journal of Organic Chemistry
Catalytic C–H Functionalization Methods
article

Synthesis of Spiro-Pyrazolone-Benzo[ b ]azepines via Three-Component [4 + 3] Annulation of Pyrazolone-Derived Azomethine Ylides with N -(2-Chloromethyl) Aryl Amides

Yulong Li, Heng Yin, Chenyi Li, Jianming Xu, Yao Wang, Song Hu, Dan Hu, Jian Wang
article en

Abstract

A novel one-pot, three-component [4 + 3] annulation reaction of pyrazolone-derived azomethine ylides with <i>N</i>-(2-chloromethyl) aryl amides has been developed. This method provides efficient access to a series of interesting and valuable spiro-pyrazolone-benzo[<i>b</i>]azepines in moderate to excellent yields with high regioselectivity and excellent diastereoselectivity under mild conditions.

The Journal of Organic ChemistryVol. 91(8)
Nankai University (CN), Institute of Catalysis and Petrochemistry (RU), Sichuan University of Science and Engineering (CN)
Openalex Percentile: Top 49%
Catalytic C–H Functionalization Methods
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