90267-18-8Relevant academic research and scientific papers
Zeolitic imidazolate frameworks-67 (ZIF-67) supported PdCu nanoparticles for enhanced catalytic activity in Sonogashira-Hagihara and nitro group reduction under mild conditions
Gholinejad, Mohammad,Naghshbandi, Zhwan,Sansano, Jose M.
, (2022/01/11)
A bimetallic PdCu supported on amine functionalized ZIF-67 is shown to be efficient catalyst in Sonogashira-Hagihara coupling reaction of aryl iodides at room temperature and aryl bromides at 40 oC. In addition, the catalyst is used in the reduction of 4-
A facile protocol for copper-free palladium-catalyzed Sonogashira coupling in aqueous media
Jung, Da-Young,Park, Soo Youl,Kim, Seung-Hoi
supporting information, p. 110 - 116 (2021/11/09)
The combination of a readily available palladium catalyst and an eco-friendly basic aqueous solution of room-temperature ionic liquid, choline hydroxide (ChOH), was used in a facile protocol alternative to the Sonogashira coupling reaction, alkynylation of aryl halides in the absence of a copper cocatalyst and an external base. The dual nature of ChOH to act as a base and a green solvent played a crucial role in the catalytic cycle. The coupling reaction progressed efficiently to form a Csp-Csp2 bond under the identified conditions although the reaction outcome depended significantly on the substrates.
A Bithiophene-Promoted ppm Levels of Palladium-Catalyzed Regioselective Hydrosilylation of Terminal Allenes
Chen, Jun-Jia,Zeng, Jia-Hao,Yang, Ying,Liu, Zhi-Kai,Jiang, Ya-Nan,Li, Miao-Ran,Chen, Li,Zhan, Zhuang-Ping
, p. 2360 - 2366 (2020/04/28)
A bithiophene?alkyne-based compound was synthesized and first utilized as a ligand for the selective hydrosilylation of allenes with primary and secondary phenylsilanes. It shows high selectivity towards the production of branched allylsilanes with a wide range of allenes. It is worth mentioning that the catalytic loading of the palladium can be reduced to 500 ppm. This work opens a new front of using bidentate thiophene ligand as a reaction promoter in transition-metal-catalyzed organic reaction. (Figure presented.).
Thiophene-Alkyne-Based CMPs as Highly Selective Regulators for Oxidative Heck Reaction
Li, Ren-Hao,Ding, Zong-Cang,Li, Cun-Yao,Chen, Jun-Jia,Zhou, Yun-Bing,An, Xiao-Ming,Ding, Yun-Jie,Zhan, Zhuang-Ping
supporting information, p. 4432 - 4435 (2017/09/11)
Thiophenes containing an adjacent C≡C group as ligands for PdII-promoted organic reactions are reported for the first time. These ligands were utilized as catalytic sites and integrated into the skeleton of conjugated microporous polymers. By e
Direct preparation of arylethynylzinc bromides and their application to cross-coupling reactions
Joo, Seong-Ryu,Kim, Jong-Sung,Kim, Seung-Hoi
, p. 3267 - 3270 (2017/07/27)
A novel synthetic protocol for the preparation of arylethynylzinc bromides has been developed. Thus-obtained organozinc reagents were successfully employed in the subsequent cross-coupling reactions with a broad range of aryl halides providing the corresponding alkynylated compounds in good to excellent yields.
Synthesis of functionalized thiophenes and oligothiophenes by selective and iterative cross-coupling reactions using indium organometallics
Montserrat Martinez,Pena-Lopez, Miguel,Sestelo, Jose Perez,Sarandeses, Luis A.
experimental part, p. 3892 - 3898 (2012/06/04)
The synthesis of unsymmetrical 2,5-disubstituted thiophenes by selective and sequential palladium-catalyzed cross-coupling reactions of indium organometallics with 2,5-dibromothiophene is reported. Following an iterative coupling sequence, α-oligothiophenes were synthesized in good yields and with high atom economy.
Highly effective copper-catalyzed decarboxylative coupling of aryl halides with alkynyl carboxylic acids
Qu, Xiaoming,Li, Tingyi,Sun, Peng,Zhu, Yan,Yang, Hailong,Mao, Jincheng
supporting information; experimental part, p. 6938 - 6942 (2011/10/31)
We have developed a highly effective copper-catalyzed decarboxylative coupling of alkynylcarboxylic acids with various aryl and alkyl halides at 2 mol% loading of copper. This method is simple, economical and practical for the synthesis of disubstituted alkyne compounds.
Synthesis, photophysics and molecular structures of luminescent 2,5-bis(phenylethynyl)thiophenes (BPETs)
Siddle, Jamie S.,Ward, Richard M.,Collings, Jonathan C.,Rutter, Simon R.,Porres, Laurent,Applegarth, Lucas,Beeby, Andrew,Batsanov, Andrei S.,Thompson, Amber L.,Howard, Judith A. K.,Boucekkine, Abdou,Costuas, Karine,Halet, Jean-Francois,Marder, Todd B.
, p. 841 - 851 (2008/02/12)
The Sonogashira cross-coupling of two equivalents of para-substituted ethynylbenzenes with 2,5-diiodothiophene provides a simple synthetic route for the preparation of 2,5-bis(para-R-phenylethynyl)thiophenes (R = H, Me, OMe, CF3, NMe2/sub
Double elimination protocol for the synthesis of arylene ethynylenes containing heteroaromatic rings
Orita, Akihiro,Ye, Fangguo,Babu, Govindarajulu,Ikemoto, Tomohiro,Otera, Junzo
, p. 716 - 727 (2007/10/03)
The double elimination reaction of β-substituted sulfones offers a versatile strategy for synthesis of arylene ethynylene kits containing heteroaromatic rings. A sequence of aldol reaction between α-sulfonyl carbanion and aldehyde, trapping the resulting aldolate to give β-substituted sulfone, and double elimination of this intermediate can be integrated in one pot. This protocol allows thiophene, pyridine, and ferrocene units to be accommodated in phenylene ethynylene arrays.
