Synthesis of trisubstituted olefins via nickel-catalyzed decarboxylative hydroalkylation of internal alkynes

• Published in: Tetrahedron Vol. 74; no. 49; pp. 6979 - 6984
• Main Authors: Lu, Xiao-Yu, Li, Jing-Song, Hong, Mei-Lan, Wang, Jin-Yu, Ma, Wen-Jing
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 06.12.2018; Elsevier
• Subjects: Chemistry; Chemistry, Organic; Decarboxylative; Hydroalkylation; Internal alkynes; Nickel-catalyzed; Physical Sciences; Science & Technology; Trisubstituted olefins; Hydroalkylation; Internal alkynes; Decarboxylative; Nickel-catalyzed; Trisubstituted olefins; REGIOSELECTIVE HYDROALKYLATION; PHOTOREDOX; BOND FORMATION; BROMIDES; CROSS-COUPLINGS; C-C; REGIO; SONOGASHIRA REACTIONS; HECK REACTION; METATHESIS

A novel NiH-catalyzed decarboxylative hydroalkylation of internal alkynes has been developed. Trisubstituted olefins were obtained in moderate to good yields with good regioselectivities. The reaction involves cis addition of NiH to the internal alkyne. The reaction shows good functional-group toler...