1233691-86-5Relevant articles and documents
Synthesis of naphthalene derivatives through inexpensive BF 3·Et2O-catalyzed annulation reaction of arylacetaldehydes with arylalkynes
Xiang, Shikai,Hu, Hao,Ma, Jing,Li, Yuanzhuo,Wang, Biqin,Feng, Chun,Zhao, Keqing,Hu, Ping,Chen, Xiaozhen
, p. 945 - 951 (2013)
An inexpensive BF3·Et2O-catalyzed annulation reaction of arylacetaldehydes with arylalkynes has been developed. Various substituted phenylacetaldehydes and phenylacetylenes can undergo this reaction, producing corresponding α-aryl su
C(sp2)-C(sp2) Suzuki cross-coupling of arylammonium salts catalyzed by a stable Pd–NHC complex
Tang, Huiling,Liu, Mengna,Zhu, Meiqi,Cui, Benqiang,Shi, Yanhui,Cao, Changsheng
, (2021/09/15)
We have developed the Suzuki-Miyaura cross-coupling of aryl ammonium salts via C–N bond activation catalyzed by an easily prepared and bench-stable palladium-N-heterocyclic carbene complex. The reaction proceeded well under mild conditions with phenylboronic acid, pinacol ester or anhydride and provided yields of products up to 97% with good functional group compatibility. The direct arylation of arylamine can be performed by a two-step one-pot process and the protocol can be performed on the gram scale.
Sterically hindered N-heterocyclic carbene/palladium(ii) catalyzed Suzuki-Miyaura coupling of nitrobenzenes
Chen, Kai,Chen, Wei,Yi, Xiaofei,Chen, Wanzhi,Liu, Miaochang,Wu, Huayue
supporting information, p. 9287 - 9290 (2019/08/08)
Palladium-catalyzed denitrative Suzuki coupling of nitroarenes using 2-aryl-5-(2,4,6-triisopropylphenyl)-2,3-imidazolylidene[1,5-a]pyridines as the ligands is described. The key to success is the use of the NHC ligands which show strong donating ability and suitable steric hindrance allowing the successful oxidative addition of Ar-NO2 bonds. Both aromatic and aliphatic boronic acids are tolerated, and a variety of biphenyls and alkylarenes were obtained in good to excellent yields.
An efficient class of bis-NHC salts: Applications in Pd-catalyzed reactions under mild reaction conditions
Chiu, Chien-Cheng,Chiu, Hui-Tzu,Lee, Dong-Sheng,Lu, Ta-Jung
, p. 26407 - 26415 (2018/08/04)
This study describes an efficient class of bis-N-heterocyclic carbene (bis-NHC) salts that can be easily made from commercially available and inexpensive starting materials. The application of these salts to Pd-catalyzed reactions is described. The palladium (Pd) catalyst generated in situ was highly effective under mild reaction conditions.
Indazolium halides as efficient ligands for Pd-catalyzed Suzuki–Miyaura cross-coupling of aryl bromides with arylboronic acids
Chen, Qian,Mao, Zhuqing,Guo, Fang,Liu, Xiaoshuang
supporting information, p. 3735 - 3738 (2016/07/26)
The indazolium halides containing various N-substituents have been conveniently prepared and applied in the palladium-catalyzed Suzuki–Miyaura cross-coupling reactions of aryl bromides with arylboronic acids at mild reaction conditions. The cross-coupling reaction provides the desired products in good to high yields. The ease of synthesis and the modularity, and the broad range of aryl bromides and arylboronic acids make this type of ligand attractive and promising for transition metal catalysis.
Room-temperature palladium-catalysed Suzuki-Miyaura coupling of arylboric acid with aryl chlorides
Wang, Dan,Chen, Hong-Guan,Tian, Xin-Chuan,Liang, Xiao-Xia,Chen, Feng-Zhen,Gao, Feng
, p. 107119 - 107122 (2016/01/08)
An efficient room-temperature Pd-catalyzed Suzuki-Miyaura cross-coupling reaction of aryl-boronic acids with aryl chlorides is communicated here. The Pd(OAc)2/NiXantphos catalyst system enables the coupling reaction at room temperature in good
Base- and metal-free C-H direct arylations of naphthalene and other unbiased arenes with diaryliodonium salts
Castro, Susana,Fernandez, Juan J.,Vicente, Ruben,Fananas, Francisco J.,Rodriguez, Felix
supporting information, p. 9089 - 9091 (2012/11/07)
A novel metal-free direct arylation of unbiased arenes with diaryliodonium triflates in a process where the use of solvents and additives is not required has been established.
Nanocrystalline titania-supported palladium(0) nanoparticles for Suzuki-Miyaura cross-coupling of aryl and heteroaryl halides
Sreedhar,Yada, Divya,Reddy, P. Surendra
experimental part, p. 2823 - 2836 (2011/12/01)
The Suzuki cross-coupling reaction of various aryl and heteroaryl halides with arylboronic and heteroarylboronic acids was studied using a titania-supported palladium(0) catalyst at room temperature under air. The conversion and selectivity results obtained for many substrates were excellent and similar to those provided by more active or even homogeneous catalysts. The methodology is similarly effective using 2-bromo-3,4,5-trimethoxybenzaldehyde as the coupling partner and gave products in good yield. Furthermore, it has been shown that it is useful for the synthesis of terphenyl and tetraphenyls. The catalyst is quantitatively recovered from the reaction by simple filtration and reused for a number of cycles without significant loss of activity. Inductively coupled plasma (ICP) mass-spectrometric analysis of the filtrate from the reaction mixture demonstrated that the palladium metal hardly leached into the solution within the limits of the detector (1 ppm), thus suggesting that the present Suzuki-Miyaura reaction proceeded by heterogeneous catalysis. Copyright
Suzuki-Miyaura coupling of aryl tosylates and mesylates in water
Pschierer, Jan,Plenio, Herbert
experimental part, p. 2934 - 2937 (2010/08/07)
The palladium complex (0.5 mol-%) of a water-soluble sulfonated fluorenylphosphane (cataCXium Fsulf) enables the facile Suzuki-Miyaura coupling of various (heterocyclic) aryl tosylates and aryl mesylate with various (heterocyclic) boronic acids in excellent yields (> 95%) using water as the reaction solvent.
