40277-01-8Relevant academic research and scientific papers
Nickel-Catalyzed Sonogashira Coupling Reactions of Nonactivated Alkyl Chlorides under Mild Conditions
Fan, Qingqing,Sun, Hongjian,Xie, Shangqing,Dong, Yanhong,Li, Xiaoyan,Fuhr, Olaf,Fenske, Dieter
, p. 2240 - 2245 (2021/04/06)
The two nickel chlorides1and2with [P,S] and [P,Se] bidentate ligands, respectively, were synthesized and used as catalysts for Sonogashira coupling reaction. Both1and2are efficient catalysts for Sonogashira C(sp3)-C(sp) coupling reactions. Comp
Stereoselective Synthesis of Exocyclic Tetrasubstituted Vinyl Halides via Ru-Catalyzed Halotropic Cycloisomerization of 1,6-Haloenynes
Trost, Barry M.,Kalnmals, Christopher A.
supporting information, p. 2346 - 2349 (2017/05/12)
Herein, a ruthenium-catalyzed cycloisomerization that transforms 1,6-haloenynes into 5-membered carbo- and heterocycles that bear exocyclic, stereodefined, tetrasubstituted vinyl halides is reported. The reaction is insensitive to air and water, tolerates a variety of functional groups, and proceeds with good to excellent stereoselectivity and yield.
A metal-free transformation of alkynes to carbonyls directed by remote OH group
Chen, Dao-Qian,Guo, Chun-Huan,Zhang, Heng-Rui,Jin, Dong-Po,Li, Xue-Song,Gao, Pin,Wu, Xin-Xing,Liu, Xue-Yuan,Liang, Yong-Min
supporting information, p. 4176 - 4180 (2016/08/02)
A remote OH group-directed metal-free transformation of alkynes to carbonyl compounds has been developed. Using only HOAc and EtOH solvent, this reaction elegantly converts alkynes into valuable ketones by remote hydroxyl group activation. Through comparison and isotope labeling experiments, it was confirmed that the process operates via a hydration reaction involving an acetic acid molecule, instead of a water molecule.
Manganese(III)-mediated selective diphenylphosphinoyl radical reaction of 1,4-diaryl-1-butynes for the synthesis of 2-phosphinoylated 3,4- dihydronaphathalenes
Li, Da-Peng,Pan, Xiang-Qiang,An, Li-Tao,Zou, Jian-Ping,Zhang, Wei
, p. 1850 - 1855 (2014/03/21)
A diphenylphosphinoyl radical-initiated sequential reaction of 1,4-diaryl-1-butynes and analogues is developed for the synthesis of 2-phosphinoylated 3,4-dihydronaphathalenes and related compounds.
Regio- and enantioselective monoborylation of alkenylsilanes catalyzed by an electron-donating chiral phosphine-Copper(I) complex
Kubota, Koji,Yamamoto, Eiji,Ito, Hajime
supporting information, p. 3527 - 3531 (2014/01/06)
An asymmetric monoborylation of alkenylsilanes catalyzed by a copper(I) complex with the chiral bisphosphine ligand BenzP* is reported. The reaction proceeded with excellent regioselectivity and high enantioselectivity to afford the corresponding opticall
Intramolecular cascade hydroarylation/cycloisomerization strategy for the synthesis of polycyclic aromatic and heteroaromatic systems
Storch, Jan,Bernard, Martin,Sykora, Jan,Karban, Jindrich,Cermak, Jan
supporting information, p. 260 - 263 (2013/02/25)
A new PtCl2/PtCl4-catalyzed hydroarylation/ cycloisomerization cascade reaction leading to the formation of two aromatic or heteroaromatic rings in one step is reported. The strategy developed is exemplified by the synthesis of the 5
C(sp)-C(sp3) bond formation through cu-catalyzed cross-coupling of N -tosylhydrazones and trialkylsilylethynes
Ye, Fei,Ma, Xiaoshen,Xiao, Qing,Li, Huan,Zhang, Yan,Wang, Jianbo
supporting information; experimental part, p. 5742 - 5745 (2012/05/07)
Copper-catalyzed cross-coupling of N-tosylhydrazones with trialkylsilylethynes leads to the formation of C(sp)-C(sp3) bonds. Cu carbene migratory insertion is proposed to play the key role in this transformation.
Facile hydroboration of (Z)-1-trimethylsilyl-1-alkenes with dichloroborane-dioxane complex: An easy access to gem-dimetalloalkanes containing boron and silicon
Bhat, Narayan G.,Villanueva, Mary A.
, p. 1298 - 1300 (2007/10/03)
(Z)-1-trimethylsilyl-1-alkenes easily prepared by the hydroboration of the corresponding 1-trimethylsilyl-1-alkynes followed by protonolysis with acetic acid, readily react with dichloroborane-dioxane complex in dichloromethane for 6 h. The resulting solution is then treated with 1,3-propane diol in dichloromethane at 0 °C for half an hour to provide the corresponding gem-dimetalloalkanes containing boron and silicon. These α- trimethylsilylalkylboronate esters are purified by vacuum distillation in high yields (72-84%) and the structures of these novel intermediates are further confirmed by selective oxidation with alkaline hydrogen peroxide to provide the corresponding alcohols containing α-trimethylsilyl group in 78-88% isolated yields.
α-Substituted acylsilanes via a highly selective [1,4]-Wittig rearrangement of α-benzyloxyallylsilane
Onyeozili, Edith N.,Maleczka Jr., Robert E.
, p. 2466 - 2468 (2008/09/16)
α-Benzyloxyallylsilane undergoes efficient [1,4]-Wittig rearrangement to generate an enolate intermediate that can be trapped with various electrophiles, thereby providing a new synthetic approach to substituted acylsilanes. The Royal Society of Chemistry
Silylation of 1-alkynes with chlorosilanes promoted by Zn(OTf)2: An efficient way to the preparation of alkynylsilanes
Jiang, Huiling,Zhu, Shizheng
, p. 517 - 519 (2007/10/03)
The direct silylation of terminal alkynes with chlorosilanes takes place in the presence of zinc triflates, which provides an efficient and inexpensive route to synthesize different silylalkynes in excellent yields. Promoted by Zn(OTf)2, a seri
