79894-52-3Relevant academic research and scientific papers
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.
REACTIONS OF ORGANIC CHLOROETHYNYL SULFIDES WITH TERTIARY 2-HYDROXYETHYLAMINES
Mirskova, A. N.,Kalikhman, I. D.,Seredkina, S. G.,Bannikova, O. B.,Voronkov, M. G.
, p. 456 - 460 (2007/10/02)
2-Alkyl(phenyl)thiomethylene-3,3-dialkyl-1,3-oxazolidinium chlorides were obtained by the reaction of alkyl (phenyl) chloroethynyl sulfides with dimethyl- and diethyl-2-hydroxyethylamine and methyl- and butyldi(2-hydroxyethyl)amine in ether.Their reaction
CHLOROACETYLENES AS MICHAEL ACCEPTORS. II. DIRECT ETHYNYLATION AND VINYLATION OF TERTIARY ENOLATES.
Kende, Andrew S.,Fludzinski, Pawel
, p. 2373 - 2376 (2007/10/02)
The reaction of ClCCCl, PhCCCl and PhSCCCl with a variety of tertiary enolates leads in 43-90percent yields to α-chloroethynyl, α-phenylethynyl and α-thiophenylethynyl derivatives.The -CCCl group is smoothly converted to -CCH using copper p
SYNTHESES AND REACTIONS OF PHENYLTHIO AND PROPYLTHIOACETYLENIC COMPOUNDS
Nagashima, Enkou,Suzuki, Kunio,Sekiya, Minoru
, p. 1274 - 1279 (2007/10/02)
Reactions of 2,2-dichlorovinyl sulfides and their sulfoxide and sulfone derivatives with tert-butoxide and with organolithium compounds have provided entries to chloroethynyl sulides, tert-butoxyethynyl sulfides and their derivatives.Application of these reactions for the synthesis of several functional derivatives is also described.Keywords: 2,2-dichlorovinyl sulfide; chloroethynyl sulfide; tert-butoxyethynyl sulfide; ethynyl sulfide; cyclobutenone
