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Easy access to isoquinolines and tetrahydroquinolines from ketoximes and alkynes via rhodium-catalyzed C-H bond activation

Authors :
Parthasarathy, Kanniyappan
Chien-Hong Cheng
Source :
Journal of Organic Chemistry. Dec 18, 2009, Vol. 74 Issue 24, 9359-9364
Publication Year :
2009

Abstract

A convenient and highly regioselective synthesis of substituted isoquinoline derivatives from various aromatic ketoximes and alkynes via a one-pot, rhodium-catalyzed C-H bond activation is described. A probable mechanism that involves chelation-assisted C-H activation via oxidative addition of Rh(I) to an ortho-C-H bond, insertion of the alkyne, reductive elimination, intramolecular electrocyclization, and aromatization is also described.

Details

Language :
English
ISSN :
00223263
Volume :
74
Issue :
24
Database :
Gale General OneFile
Journal :
Journal of Organic Chemistry
Publication Type :
Academic Journal
Accession number :
edsgcl.215776016