Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 17, Issue 43, Pages 9529-9536Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c9ob01967g
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Funding
- FWO (Fund for Scientific Research-Flanders)
- 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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A rapid approach for the diversity-oriented synthesis of complex bridged polycyclic N-heterocycles from readily available starting materials in two operational steps has been developed. This strategy firstly introduces molecular diversity by an Ugi four-component reaction, and then achieves these bridged N-heterocycles via an efficient gold-triggered chemo- and diastereoselective cascade non-oxidative ortho-dearomative spirocarbocyclization/Diels-Alder reaction sequence. The application of microwave irradiation for this cascade process efficiently shortens the reaction time to 10 minutes and improves the diastereoselectivity.
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