145343-60-8Relevant articles and documents
Synthesis of Halomethyl Isoxazoles/Cyclic Nitrones via Cascade Sequence: 1,2-Halogen Radical Shift as a Key Link
Chen, Hong-Lei,Wei, Dian,Zhang, Jian-Wu,Li, Cheng-Lin,Yu, Wei,Han, Bing
, p. 2906 - 2910 (2018)
A novel iminoxyl radical-promoted dichotomous regioselective 5-exo-trig cyclization onto vinylic halogen/1,2-halogen radical shift sequence is developed for the synthesis of halomethyl isoxazoles/cyclic nitrones using β-halo-β,?- and ?-halo-?,?-unsaturated ketoximes as the substrates and PhI(OAc)2/TEMPO as the oxidation system. DFT calculations reveal that a halogen-bridged three-membered ring transition state is involved in the 1,2-Cl-/Br-atom shift, while the 1,2-I atom migration can be taken into account with an elimination/readdition mechanism. The migration ability was indicated to be ranked in the following order: I > Br > Cl.
Formation of a New Bis-Organocopper Reagent from the Reaction of 2,3-Dichloropropene and Highly Active Zero Valent Copper Derived from a CuCN*2LiCl Complex
Stack, Douglas E.,Rieke, Reuben D.
, p. 6575 - 6578 (2007/10/02)
Highly reactive zero valent copper derived from a CuCN*2LiCl complex reacts directly with 2,3-dichloropropene to yield a new bis-organocopper species containing both a nucleophilic allylic and vinylic moiety.This new bis-organocopper reagent undergoes selective one-pot addition to two different electrophiles in good to excellent yields.
