Remote arylalkylation of unactivated alkenesvia6- or 7-membered nickelacycles with excellent diastereofidelity

Abstract

Herein, we report a nickel-catalyzed remote arylalkylation of unactivated γ,δ- and δ,ε-alkenes in alkenyl carbonyl compounds with arylboronic acids and alkyl halides. Kinetically and thermodynamically disfavored 6- and 7-membered nickelacycles...

Nickel-Catalyzed 8-Aminoquinoline Directed Reductive Dialkylcyclization/Homodialkylation of Unactivated Alkenes

“…In addition, amide could be reduced to give amine 9 in 83% yield with the use of LiAlH 4 . 16 Tertiary C−H arylation could also be realized under palladium-catalyzed conditions 17 with the formation of 78% yield of β-phenyl amide 10.…”

“…Under alkaline conditions, hydrolyzation occurred to afford carboxylic acid 6 in 82% yield. The AQ directing group could be converted to methyl ester 7 or primary amide 8 under nickel catalysis or IBX (2-iodoxybenzoic acid) conditions. In addition, amide could be reduced to give amine 9 in 83% yield with the use of LiAlH 4 .…”

“…The AQ directing group could be converted to methyl ester 7 or primary amide 8 under nickel catalysis or IBX (2-iodoxybenzoic acid) conditions. In addition, amide could be reduced to give amine 9 in 83% yield with the use of LiAlH 4 . Tertiary C–H arylation could also be realized under palladium-catalyzed conditions with the formation of 78% yield of β-phenyl amide 10 .…”