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Copper-Catalyzed Cyclization/Oxidation/Aromatization Cascade: Efficient Synthesis of Trifluoromethylated Pyrrolo[2,1-α]isoquinolines.
- Source :
-
Synthesis . 2016, Vol. 48 Issue 23, p4228-4236. 9p. 1 Diagram, 3 Charts. - Publication Year :
- 2016
-
Abstract
- An efficient copper-catalyzed synthesis of 3-(trifluoromethyl) pyrrolo[2,1-α]isoquinolines was achieved through a sequential one-pot two-step three-component reaction of a substituted isoquinoline, a terminal aryne, and methyl 4,4,4-trifluorobut-2-ynoate, with air as an oxygen source. This oxidative cyclization proceeds through an initial copper(I)-catalyzed C–H alkynylation to give alkynyl-1,2-dihydroisoquinolines that subsequently undergo a copper(II)-assisted intramolecular cyclization under mild conditions to give the desired products in moderate to excellent yields. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 00397881
- Volume :
- 48
- Issue :
- 23
- Database :
- Academic Search Index
- Journal :
- Synthesis
- Publication Type :
- Academic Journal
- Accession number :
- 119643423
- Full Text :
- https://doi.org/10.1055/s-0035-1562624