13456-84-3Relevant academic research and scientific papers
A new coupling reaction of propargyl carbonates mediated by Ti(OiPr)2Cl2/Mg
Yang, Fanglong,Zhao, Gang,Ding, Yu,Zhao, Zongbao,Zheng, Yueqing
, p. 1289 - 1293 (2002)
A new homocoupling reaction of 1,1-disubstituted propargyl carbonates or 1-monosubstituted propargyl carbonates, mediated by Ti(OiPr)2Cl2/Mg in ether at 0°C, was found to form symmetric 1,5-hexadiynes and 1-allenyl-5-ynes in moderate
The Rupe rearrangement: A new efficient method for large-scale synthesis of unsaturated ketones in the pilot plant
Weinmann, Hilmar,Harre, Michael,Neh, Harribert,Nickisch, Klaus,Skoetsch, Carlo,Tilstam, Ulf
, p. 216 - 219 (2002)
During scale-up studies of a new steroidal drug, the Rupe rearrangement of an intermediate was investigated in detail. As the traditional method for this reaction was not adaptable safely to conditions for the pilot plant, a new procedure had to be develo
A highly efficient, practical, and general route for the synthesis of (R3P)2Pd(0): Structural evidence on the reduction mechanism of Pd(II) to Pd(0)
Li, Hongbo,Grasa, Gabriela A.,Colacot, Thomas J.
, p. 3332 - 3335 (2010)
(Equation Presented). A highly efficient, practical, and general method was developed to synthesize a family of (R3P)2Pd(0) complexes, using a stoichiometric amount of phosphine ligands and readily available Pd(II) precursors. The st
Development of an aquacatalytic system based on the formation of vesicles of an amphiphilic palladium NNC-pincer complex
Sakurai, Fumie,Hamasaka, Go,Uozumi, Yasuhiro
, p. 7828 - 7834 (2015)
Two amphiphilic palladium NNC-pincer complexes bearing hydrophilic tri(ethylene glycol) chains and hydrophobic dodecyl chains were designed and prepared for the development of a new aquacatalytic system. In water, these amphiphilic complexes self-assembled to form vesicles, the structures which were established by means of a range of physical techniques. When the catalytic activities of the vesicles were investigated in the arylation of terminal alkynes in water, they were found to catalyze the reaction of aryl iodides with terminal alkynes to give good yields of the corresponding internal alkynes. The formation of a vesicular structure was shown to be essential for efficient promotion of this reaction in water.
A novel synthesis of (Z)-enynes and (Z)-enediynes from prop-2-ynyl alcohols
Yoshimatsu,Yamada,Shimizu,Kataoka
, p. 2107 - 2108 (1994)
The conjugated (Z)-enynes and (Z)-enediynes were synthesized by dehydration of prop-2-ynyl alcohols with polyphosphoric acid trimethysilyl ester.
One-pot Sonogashira–Hydroarylation reaction catalyzed by anionic palladium complexes in an aqueous medium
Dziadas, M.,Trzeciak, A. M.,Wójcik, E.
supporting information, (2022/01/26)
It was found that anionic Pd(II) complexes of type [CA]2[PdCl4] and [CA]2[Pd2Cl6] (CA = imidazolium or pyridinium cation) are effective catalysts for copper-free Sonogashira coupling in an aqueous med
Sodium-metal-promoted reductive 1,2-syn-diboration of alkynes with reduction-resistant trimethoxyborane
Fukazawa, Mizuki,Ito, Shiori,Nogi, Keisuke,Takahashi, Fumiya,Yorimitsu, Hideki
, p. 1171 - 1179 (2020/10/18)
Reductive 1,2-diboration of alkynes has been accomplished by means of sodium dispersion in the presence of trimethoxyborane as a reduction-resistant boron electrophile. Two boron moieties can be introduced onto alkynes with excellent syn selectivity to afford the corresponding (Z)-1,2-diborylalkenes. Bis(borate) species generated in situ can be involved in one-pot Suzuki-Miyaura arylation, formal arylboration of alkynes thus being executed.
Copper-Catalyzed Radical 1,4-Difunctionalization of 1,3-Enynes with Alkyl Diacyl Peroxides and N-Fluorobenzenesulfonimide
Zhu, Xiaotao,Deng, Weili,Chiou, Mong-Feng,Ye, Changqing,Jian, Wujun,Zeng, Yuehua,Jiao, Yihang,Ge, Liang,Li, Yajun,Zhang, Xinhao,Bao, Hongli
supporting information, p. 548 - 559 (2019/01/04)
Many reactions involving allenyl ion species have been studied, but reactions involving allenyl radicals are less well understood, perhaps because of the inconvenience associated with the generation of short-lived allenyl radicals. We describe here a versatile method for the generation of allenyl radicals and their previously unreported applications in the intermolecular 1,4-carbocyanation and 1,4-sulfimidocyanation of 1,3-enynes. With the assistance of the trifunctional reagents, alkyl diacyl peroxides or N-fluorobenzenesulfonimide, a range of synthetically challenging multisubstituted allenes can be prepared with high regioselectivity. These multisubstituted allenes can be easily transformed into synthetically useful structures such as fluorinated vinyl cyanides, lactones, functionalized allenyl amides, 1-aminonaphthalenes, and pyridin-2(1H)-ones, and several novel transformations are reported. The results of radical scavenger and radical clock experiments are consistent with the proposed allenyl radical pathway. Density functional theory (DFT) and IR spectroscopy studies suggest the formation of an isocyanocopper(II) species in the ligand exchange step. On the basis of the results of IR, DFT, and diastereoselectivity studies, an isocyanocopper(II)/copper(I) catalytic cycle is proposed, which differs from the previously considered Cu(III) mechanism in cyanation reactions.
Cyclic eneyne compound and synthesis method thereof
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Paragraph 0031-0034, (2017/10/05)
The invention relates to a cyclic eneyne compound and a preparation method thereof. The chemical formula is described in the description, wherein substituent R is any one of phenyl or p-methylphenyl or isohexyl or n-heptyl, ring is a five-membered ring or
Copper-catalyzed silylation reactions of propargyl epoxides: Easy access to 2,3-allenols and stereodefined alkenes
Chang, Xi-Hao,Liu, Zheng-Li,Luo, Yun-Cheng,Yang, Chao,Liu, Xiao-Wei,Da, Bing-Chao,Li, Jie-Jun,Ahmad, Tanveer,Loh, Teck-Peng,Xu, Yun-He
supporting information, p. 9344 - 9347 (2017/08/23)
Efficient silylation reactions of propargyl epoxides catalyzed by copper catalysts have been developed. Under mild reaction conditions, tri- and tetra-substituted functionalized allenols and alkenes could be selectively obtained in moderate to high yields
