In:
Organic Chemistry Frontiers, Royal Society of Chemistry (RSC), Vol. 10, No. 6 ( 2023), p. 1361-1367
Abstract:
A tandem isomerization/ anti -Markovnikov hydroarylation of unactivated internal alkenes with several types of heteroarenes, including benzimidazoles, indoles, benzofurans, and furans, was realized for the first time by using a catalytic system containing a novel NHC-based heteroleptic Ni( ii ) complex, Ni(IMXy)[P(OEt) 3 ]Br 2 [IMXy = 1,3-bis(4-methoxy-2,6-dimethylphenyl)imidazol-2-ylidene], and a base, KOEt. This tandem transformation allows the flexible synthesis of linear C2-alkylheteroarenes from two simple and easily available feedstock chemicals, unactivated internal alkenes and heteroarenes, in a highly regioselective fashion. The practical utility of this protocol is further highlighted by a scaled-up regioconvergent hydroarylation of the alkene mixture into the same linear product with high yield and regioselectivity.
Type of Medium:
Online Resource
ISSN:
2052-4129
Language:
English
Publisher:
Royal Society of Chemistry (RSC)
Publication Date:
2023
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