Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 85, Issue 23, Pages 15092-15103Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.0c01972
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Funding
- FWO (Fund for Scientific Research-Flanders) Bilateral Research Cooperation
- NSFC (National Natural Science Foundation of China) [GMD-D5996-G0E5319N]
- Research Fund of the University of Leuven (KU Leuven)
- RUDN University Program 5-100
- China Scholarship Council (CSC)
- Hercules Foundation [AKUL/09/0035]
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The development of a rapid and diverse access to complex natural product-like 3,4-fused indole scaffolds has always attracted considerable attention from synthetic and medicinal communities. We herein disclose a modular and straightforward protocol to prepare the densely substituted polycyclic azepino-[5,4,3-cd]indole scaffolds. This synthetic process involves an Ugi four-component reaction from easily available starting materials and a gold-catalyzed post-Ugi domino dearomatization/Michael addition sequence, enabling facile access to the highly functionalized azepino[5,4,3-cd]indole core with excellent chemo-, regio-, and diastereoselectivity.
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