Journal
ORGANIC LETTERS
Volume 18, Issue 11, Pages 2660-2663Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b01105
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2-Aminophenyl-1H-pyrazole was discovered as a removable bidentate directing group for copper-mediated aerobic oxidative C(sp(2)-H) bond amidation and sulfonamidation. When Cu(OAc)(2) was employed as the copper source and 1,1,3,3-tetramethylguanidine as an organic base, the reaction, optimally carried out overnight in DMSO at 80 degrees C in open air, produced a variety of amides and sulfonamides in moderate to excellent yields. This directing group has proven to be particularly efficient in C-H sulfonamidation.
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