Sc(OTf)3 Catalyzed Electrophilic Amination of Arenes: An Expeditious Synthesis of Aryl Hydrazides
- 1 March 2002
- journal article
- research article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 31 (3) , 318-319
- https://doi.org/10.1246/cl.2002.318
Abstract
Arenes react smoothly with diethyl azodicarboxylate in the presence of a catalytic amount of scandium triflate in dichloromethane at ambient temperature to afford the corresponding aryl hydrazides in high yields with high regioselectivity.Keywords
This publication has 10 references indexed in Scilit:
- Sc(OTf)3-catalyzed C-glycosidation of glycals: a facile synthesis of allyl glycosides, glycosyl cyanides and glycosyl azidesTetrahedron Letters, 2001
- Scandium triflate catalyzed formation of 2,4-dimethoxy-2-methylbenzopyransTetrahedron Letters, 2000
- The Synthesis of Phenylhydrazines from bis(2,2,2-Trichloroethyl) Azodicarboxylates and Electron-Rich ArenesSynthetic Communications, 1997
- Para-Directed Amination of Electron-Rich Arenes with Bis(2,2,2-Trichloroethyl) AzodicarboxylateThe Journal of Organic Chemistry, 1995
- Lewis Acid-Catalyzed Reactions in Aqueous Solution.Journal of Synthetic Organic Chemistry, Japan, 1995
- Amination of Arenes with Electron-Deficient AzodicarboxylatesThe Journal of Organic Chemistry, 1994
- Synthesis of aromatic amines from electron-rich arenes and bis(2,2,2-trichloroethyl) azodicarboxylateTetrahedron Letters, 1993
- Addition of arylmetallics to azodicarboxylates: A novel synthesis of arylhydrazines by aromatic hydrazinationTetrahedron Letters, 1987
- Reaction of phenols with ethyl azodicarboxylateThe Journal of Organic Chemistry, 1969
- The Fischer Reaction of Cyclohexanone Mesitylhydrazone. Evidence of a 1,4-Methyl MigrationJournal of the American Chemical Society, 1962