Reductive alkene formations

Name Reactions

Recent Literature

Triflic acid and a silane serve as a cooperative reductant for a deoxygenative transformation of ketones into alkenes. The reaction generates carbocations, that undergo β-H elimination much faster than hydride transfer from silane to produce alkenes with high selectivity.
J. Hou, X. Han, Y. Zhang, J. Huang, J. Wang, K. Yuan, Org. Lett., 2023, 25, 5709-5713.

Rhodium-catalyzed deoxygenations and borylations of ketones with B₂pin₂ provide alkenes, vinylboronates, and vinyldiboronates. These reactions offer mild reaction conditions, a broad substrate scope, and excellent functional-group compatibility. Mechanistic studies support that the ketones initially undergo a Rh-catalyzed deoxygenation to give alkenes via boron enolate intermediates.
L. Tao, X. Guo, J. Li, R. Li, Z. Lin, W. Zhao, J. Am. Chem. Soc., 2020, 142, 18118-18127.

A catalyst-free and noncovalent interaction-mediated strategy for the olefination of N-tosylhydrazones using acetone as a solvent and an interaction partner provides olefins under mild photochemical conditions with broad substrate scope and excellent functional group compatibility.
D. Xia, T. Li, X.-Y. Ke, J. Wang, X. Luan, S.-F. Ni, Y. Zhang, W.-D. Zhang, J. Org. Chem., 2024, 89, 6180-6192.