370-99-0Relevant articles and documents
Solvent and base dependence of copper-free palladium-catalyzed cross-couplings between terminal alkynes and arylic iodides: Development of efficient conditions for the construction of gold(III)/free-base porphyrin dimers
Ljungdahl, Thomas,Pettersson, Karin,Albinsson, Bo,Martensson, Jerker
, p. 1677 - 1687 (2006)
In this paper, our attempts to optimize the Heck alkynylation (copper-free Sonogashira) reaction are presented. An efficient copper-free coupling protocol was needed for the synthesis of gold/zinc porphyrin dimers because previous methods had failed. Prev
On the catalytic cycle of the palladium-catalyzed cross-coupling reaction of alkynylstannane with aryl iodide
Shirakawa, Eiji,Yoshida, Hiroto,Hiyama, Tamejiro
, p. 5177 - 5180 (1997)
The coupling reaction of phenylethynyltributyltin with (4-trifluoromethyl)iodobenzene catalyzed by a Pd(0) complex coordinated by N-(2-diphenylphosphinobenzylidene)-2-phenylethylamine was found to start with oxidative addition of the tin reagent to the Pd
Simple and efficient diaryl alkyne synthesis method
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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.
Selective Phosphoranation of Unactivated Alkynes with Phosphonium Cation to Achieve Isoquinoline Synthesis
Cui, Hong,Bai, Jinku,Ai, Tianyu,Zhan, Ye,Li, Guanzhong,Rao, Honghua
supporting information, p. 4023 - 4028 (2021/05/26)
We herein develop a selective phosphoranation of alkynes with phosphonium cation, which directs a concise approach to isoquinolines from unactivated alkyne and nitrile feedstocks in a single step. Mechanistic studies suggest that the annulation reaction is initiated by the unprecedented phosphoranation of alkynes, thus representing a unique reaction pattern of phosphonium salts and distinguishing it from existing protocols that largely rely on the utilization of highly functionalized imines/oximes and/or highly polarized alkynes.
Selective Synthesis of Non-Aromatic Five-Membered Sulfur Heterocycles from Alkynes by using a Proton Acid/N-Chlorophthalimide System
Yu, Wentao,Zhu, Baiyao,Shi, Fuxing,Zhou, Peiqi,Wu, Wanqing,Jiang, Huanfeng
supporting information, p. 1313 - 1322 (2020/12/01)
A multicomponent strategy to achieve two different regioselectivities from alkynes, isothiocyanates and H2O with a proton acid/N-chlorophthalimide (NCPI) system is described to selectively obtain non-aromatic five-membered sulfur heterocycles (1,3-oxathiol-2-imines/thiazol-2(3H)-one derivatives) through multiple bond formations. The process features readily available starting materials, mild reaction conditions, broad substrate scope, good functional-group tolerance, high regio- and chemo- selectivities, gram-scale synthesis and late-stage modifications. Mechanistic studies support the proposal that the transformation process includes a combination of H2O and isothiocyanate, free-radical formation, carbonation and intramolecular cyclization to give the products. Furthermore, the 1,3-oxathiol-2-imine derivatives possess unique fluorescence characteristics and can be used as Pd2+ sensors with a “turn-off” response, demonstrating potential applications in environmental and biological fields.
