Sequential [3 + 2] Annulation/Intramolecular Transesterification of <i>o</i> -Hydroxyaryl Azomethines and Conjugated Dienes: Access to Chromeno[4,3- <i>b</i> ]pyrrolidines

Herein, we report a domino cyclization reaction of <i>o</i>-hydroxyaryl azomethines with electron-deficient conjugated dienes. This method provides a novel and efficient pathway for the construction of chromeno[4,3-<i>b</i>]pyrrolidine derivatives. The protocol exhibits excellent chemoselectivity and a broad substrate scope. Furthermore, the reaction can be scaled up to gram quantities under the standard conditions.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2026-02-11
DOI
https://doi.org/10.1021/acs.joc.5c02375
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

Sequential [3 + 2] Annulation/Intramolecular Transesterification of o -Hydroxyaryl Azomethines and Conjugated Dienes: Access to Chromeno[4,3- b ]pyrrolidines

Zhenjie Gan, Jiachen Jiang, Er-Qing Li, Ganyi Fan
The Journal of Organic Chemistry
Catalytic C–H Functionalization Methods
article

Sequential [3 + 2] Annulation/Intramolecular Transesterification of o -Hydroxyaryl Azomethines and Conjugated Dienes: Access to Chromeno[4,3- b ]pyrrolidines

Zhenjie Gan, Jiachen Jiang, Er-Qing Li, Ganyi Fan
article en

Abstract

Herein, we report a domino cyclization reaction of <i>o</i>-hydroxyaryl azomethines with electron-deficient conjugated dienes. This method provides a novel and efficient pathway for the construction of chromeno[4,3-<i>b</i>]pyrrolidine derivatives. The protocol exhibits excellent chemoselectivity and a broad substrate scope. Furthermore, the reaction can be scaled up to gram quantities under the standard conditions.

The Journal of Organic ChemistryVol. 91(8)
Zhengzhou University (CN), Institute of Catalysis and Petrochemistry (RU), Henan University of Engineering (CN), China Academy of Printing Technology (CN), Green Chemistry (PL)
Clean water and sanitation
Openalex Percentile: Top 56%
Catalytic C–H Functionalization Methods
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