16344-79-9Relevant articles and documents
Sonogashira Cross-Coupling of Aryltrimethylammonium Salts
Chen, Qianwei,Gao, Fengchen,Tang, Huiling,Yao, Miao,Zhao, Qian,Shi, Yanhui,Dang, Yanfeng,Cao, Changsheng
, p. 3730 - 3736 (2019/04/13)
A protocol for C(sp)-C(sp2) bond formation via the Sonogashira coupling reaction involving C-N bond cleavage with aryltrimethylammonium triflate as an electrophilic coupling partner is described in this work. The reactions proceeded well under mild conditions with a stoichiometric ratio of alkyl, aryl, or heteroaryl acetylenes and provided yields of up to 93%. Numerous useful functional groups were tolerated under the reaction conditions. Direct amine alkynylation can be achieved through a one-pot process without the isolation of ammonium salt. The protocol can be performed on a gram scale. Density functional theory calculations were performed to investigate the reaction mechanism that involved oxidative addition, alkyne coordination, deprotonation, and reductive elimination, which yielded the cross-coupling product.
Method for synthesizing phenylethynyl pyridine derivative
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Paragraph 0015; 0017; 0018; 0020; 0021, (2018/12/02)
The invention discloses a method for synthesizing a phenylethynyl pyridine derivative. The method takes palladium acetate as a catalyst, 4,5-bisdiphenylphosphine-9,9-dimethoxyxanthene as a ligand andmethanol as a solvent; 2-iodopyridine and a phenylacetylene type compound are coupled to prepare the phenylethynyl pyridine derivative. The method disclosed by the invention has the advantages of simplicity in operation, efficient reaction, moderate conditions and good substrate applicability and can be widely used for preparing the phenylethynyl pyridine derivative.
An N-heterocyclic carbene based MOF catalyst for Sonogashira cross-coupling reaction
Ezugwu, Chizoba I.,Mousavi, Bibimaryam,Asrafa, Md. Ali,Mehta, Akshay,Vardhan, Harsh,Verpoort, Francis
, p. 2050 - 2054 (2016/04/26)
The post-synthetic modification of azolium containing MOFs generated a new heterogeneous N-heterocyclic carbene catalyst (1-Pd), which is very active for Sonogashira cross coupling reaction.