100905-25-7Relevant academic research and scientific papers
Palladium-catalyzed Ketone Synthesis from Acyl Chloride and Organoaluminum Reagents
Wakamatsu, Kuni,Okuda, Yasuhiro,Oshima, Koichiro,Nozaki, Hitosi
, p. 2425 - 2426 (1985)
The reaction of organoaluminum reagents with acyl chloride catalyzed by Pd(PPh3)4 in tetrahydrofuran provides ketones in fair yields.
Fast and Efficient Continuous Flow Method for the Synthesis of Ynones and Pyrazoles
Kandasamy, Mohanraj,Ganesan, Balaji,Hung, Min-Yuan,Lin, Wei-Yu
supporting information, p. 3183 - 3189 (2019/05/28)
In this study, we developed a convenient and efficient two-step method for the synthesis of ynones in a flow reactor, through the generation of lithium acetylide and its subsequent reactions with acid chlorides. Using this approach, we obtained the ynones in moderate to good yields at room temperature. Moreover, we transformed the ynones into pyrazole derivatives through coupling with hydrazines. This transition metal-free process, mild reaction conditions, and broad functional group tolerance are all attractive features in comparison with conventional bench-top methods.
Cascade and Effective Syntheses of Functionalized Tellurophenes
Karapala, Vamsi Krishna,Shih, Hong-Pin,Han, Chien-Chung
, p. 1550 - 1554 (2018/03/23)
A one-pot and transition-metal-catalyst-free synthetic strategy to construct functionalized tellurophenes has been developed. Substituted 1,1-dibromo-1-en-3-ynes are smoothly converted to tellurophenes with telluride salts in high yield via a series of cascade reactions through reductive debromination, hydrotelluration, nucleophilic cyclization, and aromatization. Close inspection of the results clearly showed that the reactivity of in situ prepared telluride salts are significantly influenced by the polarity of the solvent system and the electronic nature of the substituent on the enyne substrate. This method reports the first direct synthesis of 3-aryltellurophenes in high yields at room temperature. This novel reaction strategy is also found to be a promising synthetic method for multisubstituted tellurophenes and selenophenes.
Access to Tetronic Acids via Silver-Catalyzed CO2 Incorporation into Conjugated Ynones
Sadamitsu, Yuta,Komatsuki, Keiichi,Saito, Kodai,Yamada, Tohru
supporting information, p. 3191 - 3194 (2017/06/23)
Facile and versatile access to highly functionalized tetronic acids has been successfully achieved through the reaction of conjugated ynones with carbon dioxide. In the presence of a base, the enolates generated from the ynones capture CO2 via
Direct synthesis of pyrazoles from esters using tert-butoxide-assisted C-(C=O) coupling
Kim, Bo Ram,Sung, Gi Hyeon,Ryu, Ki Eun,Lee, Sang-Gyeong,Yoon, Hyo Jae,Shin, Dong-Soo,Yoon, Yong-Jin
supporting information, p. 9201 - 9204 (2015/06/08)
This paper describes the direct synthesis of pyrazoles from esters that comprises two sequential reactions: tert-butoxide-assisted C-C(=O) coupling reaction to yield β-ketonitrile or α,β-alkynone intermediates, and condensation by hydrazine addition. The method reported allows for easy control of the regioselectivity and structure of substituents at N-1, C-3, C-4 and/or C-5 positions.
Dual-immobilized copper catalyst: Carbon nitride-supported copper nanoparticles catalyzed oxidation of propargylic alcohols
Lv, Wei,Tian, Jing,Deng, Nan,Wang, Yan,Zhu, Xiaoshu,Yao, Xiaoquan
supporting information, p. 1312 - 1316 (2015/03/04)
Copper nanoparticles were supported and modified by carbon nitride, which was utilized as support and might work as a kind of immobilized N-donor ligand. The modified nanoparticle catalyst was evaluated with the oxidation of propargylic alcohols and showed highly catalytic efficiency as well as significant ligand or support effect in the reaction. The dual-immobilized nanoparticle catalyst could be recycled for 3 times at least without an obvious decrease in catalytic activities.
Ligand-promoted, copper nanoparticles catalyzed oxidation of propargylic alcohols with TBHP or Air as Oxidant
Han, Chengyan,Yu, Min,Sun, Weijiang,Yao, Xiaoquan
experimental part, p. 2363 - 2368 (2011/10/30)
A highly efficient oxidation of propargylic alcohols to ynones was catalyzed by copper nanoparticles (Cu Nps) with TBHP as an oxidant at room temperature. With bipyridine as the ligand, the reaction was accelerated significantly and led in good to excellent yields to a variety of propargylic alcohols. Furthermore, with Cu Nps as the catalyst, molecular oxygen in air could be utilized as oxidant effectively in the presence of bpy ligand. Georg Thieme Verlag Stuttgart - New York.
