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Visible‐Light‐Induced Trifluoromethylation of Isonitrile‐Substituted Indole Derivatives: Access to 1‐(Trifluoromethyl)‐4,9‐dihydro‐3H‐pyrido[3,4‐b]indole and β‐Carboline Derivatives.
- Source :
- Advanced Synthesis & Catalysis; 8/6/2018, Vol. 360 Issue 15, p2959-2965, 7p
- Publication Year :
- 2018
-
Abstract
- Abstract: A visible‐light‐induced trifluoromethylation of isonitrile‐substituted indole derivatives has been developed from the reaction of isonitrile‐substituted indoles with Togni II reagent, affording 1‐(trifluoromethyl)‐4,9‐dihydro‐3H‐pyrido[3,4‐b]indoles in moderate to good yields. The further transformations to β‐carboline derivatives and a harmacine derivative have been performed, demonstrating the potential synthetic utility of this method. A preliminary biological study indicated that the CF<subscript>3</subscript>‐containing harmine analogue significantly stimulated the secretion of glucagon‐like peptide‐1 (GLP‐1), suggesting an improvement in treating diabetes. [ABSTRACT FROM AUTHOR]
- Subjects :
- METHYLATION
INDOLE derivatives
ISOCYANIDES
VISIBLE spectra
CHEMICAL yield
GLUCAGON
Subjects
Details
- Language :
- English
- ISSN :
- 16154150
- Volume :
- 360
- Issue :
- 15
- Database :
- Complementary Index
- Journal :
- Advanced Synthesis & Catalysis
- Publication Type :
- Academic Journal
- Accession number :
- 131116563
- Full Text :
- https://doi.org/10.1002/adsc.201800568