5464-70-0Relevant articles and documents
A General Method for the Dibromination of Vicinal sp3C-H Bonds Exploiting Weak Solvent-Substrate Noncovalent Interactions
Qi, Zaojuan,Li, Weihe,Niu, Yanning,Benassi, Enrico,Qian, Bo
supporting information, p. 2399 - 2404 (2021/03/03)
A general procedure of 1,2-dibromination of vicinal sp3 C-H bonds of arylethanes using N-bromosuccinimide as the bromide reagent without an external initiator has been established. The modulation of the strength of the intermolecular noncovalent interactions between the solvent and arylethane ethanes, quantitatively evaluated via quantum chemical calculations, allows us to circumvent the fact that arylethane ethane cannot be dibrominated through traditional methods. The mechanism was explored by both experiments and quantum chemical calculations, revealing a radical chain with HAA process.
Dehalogenation of vicinal dihalo compounds by 1,1′-bis(trimethylsilyl)-1: H,1′ H-4,4′-bipyridinylidene for giving alkenes and alkynes in a salt-free manner
Rej, Supriya,Pramanik, Suman,Tsurugi, Hayato,Mashima, Kazushi
supporting information, p. 13157 - 13160 (2017/12/26)
We report a transition metal-free dehalogenation of vicinal dihalo compounds by 1,1′-bis(trimethylsilyl)-1H,1′H-4,4′-bipyridinylidene (1) under mild conditions, in which trimethylsilyl halide and 4,4′-bipyridine were generated as byproducts. The synthetic protocol for this dehalogenation reaction was effective for a wide scope of dibromo compounds as substrates while keeping the various functional groups intact. Furthermore, the reduction of vicinal dichloro alkanes and vicinal dibromo alkenes also proceeded in a salt-free manner to afford the corresponding alkenes and alkynes.
Triphenylphosphine oxide-catalyzed stereoselective poly- and dibromination of unsaturated compounds
Yu, Tian-Yang,Wang, Yao,Hu, Xiu-Qin,Xu, Peng-Fei
supporting information, p. 7817 - 7820 (2014/07/08)
A novel PPh3O catalyzed bromophosphonium salt-mediated dibromination of α,β-unsaturated esters and β,γ- unsaturated α-ketoesters has been developed. The products were obtained with good to excellent yields and excellent diastereoselectivities.
