214899-36-2Relevant academic research and scientific papers
Copper-catalyzed C(sp2)-C(sp) Sonogashira-type cross-coupling reactions accelerated by polycyclic aromatic hydrocarbons
Xu, Wei,Yu, Bo,Sun, Huaming,Zhang, Guofang,Zhang, Weiqiang,Gao, Ziwei
, p. 353 - 356 (2015)
Copper-catalyzed Sonogashira-type reactions were dramatically accelerated by introducing a catalytic amount of polycyclic aromatic hydrocarbon additive. This novel catalytic system features low copper loading (0.5mol% Cu 5mol%), broad reaction scope a
Hexaphenylbenzenes as potential acetylene sponges
Gagnons, Eric,Rochefort, Alain,Metivaud, Valerie,Wuest, James D.
, p. 380 - 383 (2010)
(Figure presented) Acetylene sponges can be created by taking advantage of the nonplanar geometry of hexaphenylbenzenes and the special capacity of the central aromatic ring to engage in C(sp)-H...π interactions reinforced by secondary C(sp2)-H
Simple and efficient diaryl alkyne synthesis method
-
Paragraph 0026; 0029-0031, (2021/04/14)
The embodiment of the invention discloses a simple and efficient diaryl alkyne synthesis method. The method comprises the steps of by taking arylmethylbenzotriazole and aromatic aldehyde as raw materials, carrying out addition and double-beta-elimination reaction under the action of bis (trimethylsilyl) amino salt MN (SiMe3) 2 to synthesize diaryl alkyne by a one-pot method. The raw materials and chemical reagents used in the method are easy to obtain, the reaction conditions are mild, the operation is simple, the substrate universality is good, the product yield is high, and the method is a simple and efficient diaryl alkyne synthesis method.
Facile one-pot synthesis of diarylacetylenes from arylaldehydes: Via an addition-double elimination process
Chen, Jianyang,Zhang, Xuan,Wu, Jiajun,Wang, Rui,Lei, Chunlin,An, Yanan
, p. 4701 - 4705 (2021/06/11)
A practical one-pot protocol has been developed to synthesize diarylacetylenes from arylaldehydes by treatment with 1-(arylmethyl)benzotriazoles and LiN(SiMe3)2. The reaction proceeded through imine formation, Mannich-type addition and double elimination to deliver products in up to 99% yields with broad substrate scope. In addition, gram-scale synthesis of 1-bromo-4-(phenylethynyl)benzene has been demonstrated.
A palladium catalyzed aryl alkyne preparation method
-
Paragraph 0037; 0038; 0039, (2019/05/21)
The invention discloses a palladium catalyzed aryl alkyne of the preparation method, comprises the following steps: in the catalyst, under the action of the ligand and alkali, substituted with aryl sulfonyl chloride alkynoic occurs in the organic solvent escapes suosuo the coupling reaction, after the reaction is finished after treatment to obtain the aryl alkyne. Used in the preparation method of the cheap raw material, the reaction and simple post treatment operation, at the same time, the reaction less side reaction, high yield of the product.
Pd-Catalyzed decarboxylative alkynylation of alkynyl carboxylic acids with arylsulfonyl hydrazides via a desulfinative process
Chang, Sheng,Liu, Ying,Yin, Shu Zhu,Dong, Lin Lin,Wang, Jian Feng
supporting information, p. 5357 - 5362 (2019/04/04)
In the presence of a Pd(ii)/P-ligand catalytic system, decarboxylative alkynylation of alkynyl carboxylic acids and arylsulfonyl hydrazides by desulfinative coupling could provide aryl alkynes in satisfactory yields by either judiciously selecting palladium catalysts or modulating phosphine ligands under mild conditions. The reported coupling reactions are very practical as they do not require the protection of inert gas or oxygen and are tolerant to many functional groups.
External oxidant-free cross-coupling of arylcopper and alkynylcopper reagents leading to arylalkyne
Wang, Sheng,Min, Yaosen,Zhang, Xiaowei,Xi, Chanjuan
, p. 28308 - 28312 (2017/07/07)
External oxidant-free oxidative cross-coupling between arylcopper and alkynylcopper has been performed, which provides a new way for the formation of arylalkyne with high selectivity.
Functionalized α,β-ynones: Efficient ligand for Cu catalyzed Sonogashira-type cross-coupling reaction
Wang, Xian,Wang, Zhenhua,Xie, Zunyuan,Zhang, Guofang,Zhang, Weiqiang,Gao, Ziwei
, p. 109296 - 109300 (2016/11/30)
Under the classic reaction conditions, a large excess of copper catalyst and N, O donor ligands were mandatory for the catalytic cross-coupling of Csp2-Csp bonds. Herein, we wish to report α,β-ynones as σ-, π-electron donating ligands for copper catalyzed Sonogashira-type reaction. As low as 0.25-2.5 mol% of L11 (3-(4-bromophenyl)-1-(4-methoxyphenyl)prop-2-yn-1-one) significantly accelerated the 0.1-1.0 mol% of CuI catalyzed cross-coupling of aryl iodides with terminal alkynes and alkynylcarboxylic acids, respectively. This low-mol% catalyst system showed satisfactory activity and tolerance with 36 examples of substituted alkynes.
Visible light-mediated gold-catalysed carbon(sp2)-carbon(sp) cross-coupling
Kim, Suhong,Rojas-Martin, Jaime,Toste, F. Dean
, p. 85 - 88 (2015/12/30)
A dual photoredox and gold-catalysed cross-coupling reaction of alkynyltrimethylsilanes and aryldiazonium tetrafluoroborates is described. The reaction proceeds through visible-light mediated oxidative addition of aryldiazoniums, transmetalation of alkynyltrimethylsilanes and aryl-alkynyl reductive elimination. Exclusive selectivity for silyl-substituted alkynes is observed, with no reactivity observed for terminal alkynes.
