Deaminative Reductive Cross-Electrophile Couplings of Alkylpyridinium Salts and Aryl Bromides.
Journal
Organic letters
ISSN: 1523-7052
Titre abrégé: Org Lett
Pays: United States
ID NLM: 100890393
Informations de publication
Date de publication:
19 04 2019
19 04 2019
Historique:
pubmed:
28
3
2019
medline:
20
8
2019
entrez:
28
3
2019
Statut:
ppublish
Résumé
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.
Identifiants
pubmed: 30917282
doi: 10.1021/acs.orglett.9b01014
pmc: PMC6517243
mid: NIHMS1020194
doi:
Substances chimiques
Amines
0
Boronic Acids
0
Free Radicals
0
Pyridines
0
Pyridinium Compounds
0
Magnesium Chloride
02F3473H9O
Manganese
42Z2K6ZL8P
nickel chloride
696BNE976J
Nickel
7OV03QG267
Bromine
SBV4XY874G
Types de publication
Journal Article
Research Support, N.I.H., Extramural
Research Support, Non-U.S. Gov't
Langues
eng
Pagination
2941-2946Subventions
Organisme : NIGMS NIH HHS
ID : P20 GM103541
Pays : United States
Organisme : NIGMS NIH HHS
ID : P20 GM104316
Pays : United States
Organisme : NIGMS NIH HHS
ID : R01 GM111820
Pays : United States
Organisme : NIH HHS
ID : S10 OD016267
Pays : United States
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