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Silver/Rhodium Relay Catalysis Enables C−H Functionalization of In Situ Generated Isoquinolines with Sulfoxonium Ylides: Construction of Hexahydrodibenzo[a,g]quinolizine Scaffolds.
- Source :
-
Advanced Synthesis & Catalysis . 5/18/2021, Vol. 363 Issue 10, p2664-2669. 6p. - Publication Year :
- 2021
-
Abstract
- Employing silver/rhodium relay catalysis strategy, an intramolecular electrophilic cyclization and C−H activation followed by cascade hydrogenation and reductive amination has been developed. The acylmethylated isoquinoline derivatives could be afforded with broad substrate scope in 23–88% yields, which could be further transformed to the core skeleton of hexahydrodibenzo[a,g]quinolizine as drug‐candidates. Moreover, this reaction was achieved in a gram‐scale. A reasonable reaction mechanism has been proposed based on a series of control and KIE experiments. [ABSTRACT FROM AUTHOR]
- Subjects :
- *RHODIUM
*CATALYSIS
*SILVER
*YLIDES
*ISOQUINOLINE
*RING formation (Chemistry)
Subjects
Details
- Language :
- English
- ISSN :
- 16154150
- Volume :
- 363
- Issue :
- 10
- Database :
- Academic Search Index
- Journal :
- Advanced Synthesis & Catalysis
- Publication Type :
- Academic Journal
- Accession number :
- 150391146
- Full Text :
- https://doi.org/10.1002/adsc.202100141