Journal
ORGANIC LETTERS
Volume 21, Issue 8, Pages 2941-2946Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b01014
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Funding
- NIH [P20 GM104316, P20 GM103541, S10 OD016267, R01 GM111820]
- Pfizer, Inc.
- University of Delaware (UD)
- NSF [CHE042 12 2 4, CHE12 29 234, CHE0840401, CHE1048367]
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A nickel-catalyzed reductive cross-coupling of alkylpyridinium salts and aryl bromides has been developed using Mn as the reductant. Both primary and secondary alkylpyridinium salts can be used, and high functional group and heterocycle tolerance is observed, including for protic groups. Mechanistic studies indicate the formation of an alkyl radical, and controlling its fate was key to the success of this reaction.
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