Download PDF
Synthesis
DOI: 10.1055/a-2640-2026
paper

Ni-Catalyzed Regioselective Hydrodimerization of Enamides with Unactivated Alkenes

Qifa Chen
1   Department of Chemistry, Shanghai University, Shanghai, China (Ringgold ID: RIN34747)
,
Qing Yan
2   Chemistry, Henan University, Kaifeng, China (Ringgold ID: RIN12411)
,
Li Cheng
3   Chemistry, Shanghai University, Shanghai, China (Ringgold ID: RIN34747)
,
Yanhong Song
1   Department of Chemistry, Shanghai University, Shanghai, China (Ringgold ID: RIN34747)
,
Hegui Gong 
4   Department of Chemistry, Shanghai University, Shanghai, China
› Author Affiliations
Supported by: National Natural Science Foundation of China 22271182
› Further Information
 PDF Download All articles of this category

In this study, we described the Ni-catalyzed cross-hydrodimerization of enamides with unactivated alkenes under SiH/DTBP-mediated ther-moredox conditions that was promoted by catalytic CuBr. The reaction afforded α-branched primary amines/secondary amides in good yields and high regioselectivity through the formation of C(sp3)–C(sp3) bond at the N-α-carbons. Excellent functional compatibility was observed across a wide range of sterically congested enamides and alkenes, including allylic branched enamides and 1,1-disubstituted alkenes. The use of chiral BiOx ligand enabled the formation of chiral amides at a high level of enantioselectivity. The present study offers a new entry for expediting the preparation of secondary amides appended to the internal alkyl chains, complementing existing methods in the rapidly growing field of C(sp3)–C(sp3) bond construction via the hydrodimerization of two distinct alkenes.



Publication History

Received: 15 May 2025

Accepted after revision: 19 June 2025

Accepted Manuscript online:
20 June 2025

© . Thieme. All rights reserved.

Georg Thieme Verlag KG
Oswald-Hesse-Straße 50, 70469 Stuttgart, Germany