학술논문
Copper-Mediated sp² C-H Chlorination with Trichloroacetamide Using a Removable Directing Group.
Document Type
Article
Author
Source
Subject
*CHLOROACETAMIDES
*CHLORINATION
*COPPER
*PYRAZOLES
*CARBON-hydrogen bonds
*OXIDATION
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Language
ISSN
0039-7881
Abstract
2-Aminophenyl-1H-pyrazole was discovered as a removable, bidentate directing group for copper-mediated aerobic oxidative sp² C-H bond chlorination employing trichloroacetamide as a new chlorine source. When Cu(OAc)2 was employed as the copper source, 1,1,3,3-tetramethylguanidine (TMG) as an organic base, the reaction, optimally carried out overnight in DMSO at 80 °C in open air, produced a variety of mono- and dichlorinated products in moderate to excellent yields. This directing group can be removed oxidatively with cerium ammonium nitrate (CAN). [ABSTRACT FROM AUTHOR]