Journal
CHINESE JOURNAL OF ORGANIC CHEMISTRY
Volume 41, Issue 9, Pages 3521-3531Publisher
SCIENCE PRESS
DOI: 10.6023/cjoc202105021
Keywords
Friedel-Crafts cyclization; ketone-fused indoles/pyrroles; divergent synthesis
Categories
Funding
- Ministry of Science and Technology of the People's Republic of China [2016YFA0602900]
- National Natural Science Foundation of China [21871096, 22071062, 22001077]
- Guangdong Provincal Science and Technology Fund [2018B030308007, 2018A030310359, 2021A1515012331]
- China Postdoctoral Science Foundation [2018M643062, 2019T120723]
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The metal-guided method described in the text allows for the divergent synthesis of ketone-fused indoles/pyrroles from N-(2-alkynylaryl) lactam, using regioswitchable Friedel-Crafts cyclization of acylium. The method offers wide substrate scopes, high atom economy, and step economy, making it suitable for the synthesis of structure-related bioactive compounds.
A metal-guided method for divergent synthesis of ketone-fused indoles/pyrroles from N-(2-alkynylaryl) lactam is described. The reaction is proposed to proceed through a regioswitchable Friedel-Crafts cyclization of acylium. The obvious advantages are wide substrate scopes, high atom economy and step economy, which have a great potential in the synthesis of structure-related bioactive compounds.
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