Journal
ORGANIC LETTERS
Volume 17, Issue 12, Pages 3170-3173Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b01540
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Funding
- National Institutes of Health [GM58160, 3-R01-GM046059-20S, 1F32GM099202]
- National Science Foundation Graduate Research Fellowship [1122374]
- NSF [CHE-9808061, DBI-9729592]
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A method for the preparation of aryl and heteroaryl sulfonamides using 2,4,6-trichlorophenyl chlorosulfate (TCPC) is described. The reaction of 2-pyridylzinc reagents with TCPC resulted in 2,4,6-trichlorophenyl (TCP) pyridine-2-sulfonates, and the parent pyridine-2-sulfonate was shown to react with amines. Less electron-rich aryl- and heteroarylzinc reagents reacted with TCPC to afford sulfonyl chlorides that were converted in situ to sulfonamides.
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