Journal
ORGANIC LETTERS
Volume 24, Issue 46, Pages 8536-8541Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c03547
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Funding
- China Scholarship Council (CSC)
- Natural Science Foundation of Jiangsu Province of China [BK20220409]
- Hercules Foundation [AKUL/09/0035]
- Nazarbayev University Faculty-Development Competitive Research Grants Program [BK20220409]
- FWO [Fund for Scientific Research-Flanders (Belgium)]
- RUDN University Strategic Academic Leadership Program
- [11022021FD2903]
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A gold(I)-catalyzed cascade intramolecular cyclization of Ugi adducts has been developed for the divergent construction of quinazolinone and ampakine analogues in a rapid, efficient and step-economical manner. This method shows high yields, excellent functional-group tolerance, broad substrate scope and excellent chemo- and regioselectivity. The practicality of this strategy is further demonstrated by a scale-up reaction. Diverse oligopeptides are also found to be well tolerated, affording polycyclic products decorated with a peptide chain.
A gold(I)-catalyzed cascade intramolecular cyclization of Ugi adducts for the divergent construction of quinazolinone and ampakine analogues has been developed in a rapid, highly efficient and step-economical manner. This protocol shows high yields, excellent functional-group tolerance, broad substrate scope and excellent chemo-and regioselectivity. The practicality of this strategy is further demonstrated by a scale-up reaction. Diverse oligopeptides are also found to be well tolerated, affording polycyclic products decorated with a peptide chain.
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