88388-85-6Relevant articles and documents
Au-Catalyzed Intermolecular [2+2] Cycloadditions between Chloroalkynes and Unactivated Alkenes
Bai, Yu-Bin,Luo, Zaigang,Wang, Yuguang,Gao, Jin-Ming,Zhang, Liming
supporting information, p. 5860 - 5865 (2018/05/14)
The [2+2] cycloaddition is a versatile strategy for the synthesis of strained cyclobutenes of high synthetic value. In this study, two efficient intermolecular [2+2] cycloadditions between two different types of chloroalkynes and unactivated alkene are realized with gold catalysis. Of significance is that the reaction works with challenging monosubstituted unactivated alkenes, which is unprecedented in gold catalysis and scarcely documented in other metal-catalyzed/promoted reactions; moreover, the reaction exhibits excellent regioselectivities, which are much better than those reported in literature. With 1,2-disubstituted unactivated alkenes, the reaction is largely stereospecific. The cyclobutene products can be prepared in nearly gram scale and readily undergo further reactions including various cross-coupling reactions using the C(sp2)-Cl and/or C(sp2)-SPh bond, which in turn substantially broaden the scope of accessible cyclobutenes and enhance the synthetic utility of this bimolecular reaction.
FREE-RADICAL REACTION OF DIARYL DISULFIDES WITH TRI- AND TETRACHLOROETHYLENES
Martynov, A. V.,Mirskova, A. N.,Voronkov, M. G.
, p. 20 - 25 (2007/10/02)
The free-radical reaction of diaryl disulfides ArSSAr with CHCl=CCl2 leads to aryl β,β- and α,β-dichlorovinyl sulfides, trichlorovinyl sulfides, and the trichloroethylene dimer 1,1,3,3,4,4,-hexachloro-1-butene.In the reaction of diaryl disulfides with tetrachloroethylene aryl trichlorovinyl sulfides and hexachloro-1,3-butadiene are formed.A reaction mechanism involving reaction of the vinyl radicals CCl2=C.Cl, CCl2=C.H, adn CHCl-C.Cl with the arylthiyl radical is proposed.