937-58-6Relevant articles and documents
Radical C(sp3)-H Heck-type Reaction of N-Alkoxybenzimidoyl Chlorides with Styrenes to Construct Alkenols
Fang, Di,Zhang, Yidan,Chen, Yiyun
supporting information, p. 2050 - 2054 (2022/03/17)
We report the first radical C(sp3)-H Heck-type reaction of aliphatic alcohols for selective δ- and ?-alkenol synthesis by photoredox catalysis. N-Alkoxybenzimidoyl chlorides are developed as novel alkoxyl radical precursors with tunable redox potentials. Various alkenols can be constructed by the inert C(sp3)-H Heck-type reaction of 4-cyano-N-alkoxybenzimidoyl chlorides with styrene derivatives under redox-neutral conditions, which can be performed on the gram scale and can be easily derivatized.
Are bis(pyridine)iodine(i) complexes applicable for asymmetric halogenation?
Andreasson, M?ns,Erdelyi, Mate,Németh, Flóra Boróka,Pápai, Imre,Sethio, Daniel,von der Heiden, Daniel
supporting information, p. 8307 - 8323 (2021/10/12)
Enantiopure halogenated molecules are of tremendous importance as synthetic intermediates in the construction of pharmaceuticals, fragrances, flavours, natural products, pesticides, and functional materials. Enantioselective halofunctionalizations remain
Nickel-Catalyzed 1,2-Carboamination of Alkenyl Alcohols
Kang, Taeho,Kim, Nana,Cheng, Peter T.,Zhang, Hao,Foo, Klement,Engle, Keary M.
supporting information, p. 13962 - 13970 (2021/09/11)
An alcohol-directed, nickel-catalyzed three-component umpolung carboamination of unactivated alkenes with aryl/alkenylboronic esters and electrophilic aminating reagents is reported. This transformation is enabled by specifically tailored O-(2,6-dimethoxybenzoyl)hydroxylamine electrophiles that suppress competitive processes, including undesired β-hydride elimination and transesterification between the alcohol substrate and electrophile. The reaction delivers the desired 1,2-carboaminated products with generally high regio- and syn-diastereoselectivity and exhibits a broad scope of coupling partners and alkenes, including complex natural products. Various mechanistic experiments and analysis of the stereochemical outcome with a cyclic alkene substrate, as confirmed by X-ray crystallographic analysis, support alcohol-directed syn-insertion of an organonickel(I) species.