Synergistic In/Amine-Catalyzed Cascade Michael–Aldol Reactions of Alkenyl Pyridines with Diverse 1,4-Dipoles
We report herein that alkenylpyridines could be used as dipolarophiles in the In/amine catalyzed cascade Michael-Aldol reactions with 3-furfurals, salicylaldehydes, and protected 2-aminobenzaldehydes, affording tetrahydrobenzofurans, 2<i>H</i>-chromenes and dihydroquinolines in good yields. This strategy features the activation of alkenylpyridine by InCl<sub>3</sub> for the preparation of important six-membered heterocycles.
Authors
- Yao Xiao (ORCID: https://orcid.org/0000-0002-6232-4268)
- Zhiguang Zhang (ORCID: https://orcid.org/0000-0002-7652-6995)
- Yujie Li (ORCID: https://orcid.org/0000-0002-7916-1434)
- Yong Zhang (ORCID: https://orcid.org/0000-0002-1303-0458)
- Yanmei Liu (ORCID: https://orcid.org/0000-0003-3071-906X)
- Bingrui Li (ORCID: https://orcid.org/0000-0002-4807-1452)
- Haixia Wu (ORCID: https://orcid.org/0000-0003-2801-6429)
Institutions
- Hebei University of Science and Technology (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-09-18
- DOI
- https://doi.org/10.1021/acs.joc.5c01612
- Primary Topic
- Asymmetric Synthesis and Catalysis
- Type
- article
- Field-Weighted Citation Impact
- 0.00