118315-76-7Relevant academic research and scientific papers
Heterogeneous Heck reaction catalyzed by Pd/C in ionic liquid
Hagiwara, Hisahiro,Shimizu, Yumiko,Hoshi, Takashi,Suzuki, Toshio,Ando, Masayoshi,Ohkubo, Keisuke,Yokoyama, Chiaki
, p. 4349 - 4351 (2001)
Pd/C-catalyzed Heck reactions of aryl halides with olefins proceeded in moderate to satisfactory yields in ionic liquid [bmim]PF6. The ionic liquid involving a catalyst was easily recycled.
Ph3As-catalyzed Wittig-type olefination of aldehydes with diazoacetate in the presence of Na2S2O4
Cao, Peng,Li, Chuan-Ying,Kang, Yan-Biao,Xie, Zuowei,Sun, Xiu-Li,Tang, Yong
, p. 6628 - 6630 (2007)
(Chemical Equation Presented) In the presence of sodium hydrosulfite and a catalytic amount of AsPh3 and Fe(TCP)Cl, aldehydes react with ethyl diazoacetate to give the corresponding α,β-unsaturated esters in high yields with excellent stereoselectivities (E/Z > 50/1).
Heck reaction of 1-aryltriazenes
Bhattacharya,Majee,Mukherjee,Sengupta
, p. 651 - 657 (1995)
1-Aryl triazenes upon treatment with TFA or HBF4 undergo Heck reaction via in-situ generated aryldiazonium salts.
An improved preparation of mesoporous silica-supported Pd as sustainable catalysts for phosphine-free Suzuki-Miyaura and Heck coupling reactions
Basu, Basudeb,Paul, Susmita
, p. 588 - 594 (2013)
An improved and eco-friendly procedure has been developed to generate mesoporous silica-supported palladium nanoparticles (SiO2@PdNP) that could be used as a sustainable heterogeneous Pd catalyst for phosphine-free Suzuki-Miyaura and Heck coupling reactions with excellent turnover number and turnover frequency. The presence of Pd on the silica surface was detected by X-ray diffraction and the structural morphology of SiO2@PdNP was obtained by transmission electron microscopy. The heterogeneous catalytic system is recyclable and leaching of the metal after the reaction is not apparently observed. Copyright
Palladium-catalyzed carbene insertion into benzyl bromides
Greenman, Kevin L.,Van Vranken, David L.
, p. 6438 - 6441 (2005)
Palladium can catalyze the insertion of ethyl diazoacetate into benzyl bromides. The key step in the catalytic cycle is the migratory insertion of a carbene, derived from ethyl diazoacetate, into a Pd-C bond.
Hypervalent iodine(iii) induced oxidative olefination of benzylamines using Wittig reagents
Ramavath, Vijayalakshmi,Rupanawar, Bapurao D.,More, Satish G.,Bansode, Ajay H.,Suryavanshi, Gurunath
, p. 8806 - 8813 (2021/05/26)
We have developed hypervalent iodine(iii) induced oxidative olefination of primary and secondary benzylamines using 2C-Wittig reagents, which provides easy access to α,β-unsaturated esters. Mild reaction conditions, good to excellent yields with high (E) selectivity, and a broad substrate scope are the key features of this reaction. We have successfully carried out the gram-scale synthesis of α,β-unsaturated esters.
Rh(III)-Catalyzed Enaminone-Directed C-H Coupling with α-Diazo-α-phosphonoacetate for Reactivity Discovery: Fluoride-Mediated Dephosphonation for C-C Coupling Reactions
Song, Chao,Yang, Chen,Zeng, Hua,Zhang, Wenjing,Guo, Shan,Zhu, Jin
supporting information, p. 3819 - 3823 (2018/07/22)
Rh(III)-catalyzed enaminone-directed C-H coupling with α-diazo-α-phosphonoacetate has been used for the identification of fluoride-mediated dephosphonation C-C coupling reactivity for the synthesis of 4-hydroxy-1-naphthoates. Intermolecular C-C coupling of α-phosphonoacetate and benzaldehyde for (E)-selective α,β-unsaturated ester synthesis has also been achieved.
One-Pot Synthesis of α,β-Unsaturated Esters, Ketones, and Nitriles from Alcohols and Phosphonium Salts
Ding, Weijie,Hu, Juan,Jin, Huile,Yu, Xiaochun,Wang, Shun
, p. 107 - 118 (2017/09/28)
A general method for the synthesis of α,β-unsaturated esters, ketones, and nitriles is successfully achieved by a one-pot copper-catalyzed oxidation with O 2 in air as oxidant. The solvent mixture of acetonitrile and formamide (1:1) is optimized to ensure the oxidation of alcohols, deprotonation of phosphonium salt, and Wittig reaction occur efficiently in one pot. A broad range of substrates has been explored for this process, including three electron-withdrawing group (CO 2 Et, COPh, CN) functionalized phosphonium salts. They reacted not only with benzylic and heteroaromatic alcohols, but also with aliphatic alcohols, forming the corresponding α,β-unsaturated esters, ketones, and nitriles in moderate to excellent yields.
Facile synthesis of α, β-unsaturated esters through a one-pot copper-catalyzed aerobic oxidation-Wittig reaction
Ren, Cheng,Shi, Zhenyu,Ding, Weijie,Liu, Zhiqing,Jin, Huile,Yu, Xiaochun,Wang, Shun
supporting information, p. 14 - 17 (2017/12/06)
An efficient one-pot synthesis of α, β-unsaturated esters through the aerobic oxidation – Wittig tandem reaction of alcohols and phosphorous ylide is developed. This new method operates under mild reaction conditions, and uses CuI/TEMPO (TEMPO = 2,2,6,6-tetramethylpiperidine-N-oxyl) as co-catalyst and air (O2) as the oxidant. It tolerates a wide range of functionalized benzylic alcohol and aliphatic alcohols.
5,6-dihydropyrrolo[2,1-a]isoquinolines as alternative of new drugs with cytotoxic activity
Chávez-Santos, Rosa María,Torres-Ochoa, Rubén Omar,Ramírez-Apan, María Teresa,Martínez, Roberto,Reyes-Gutiérrez, Paul Eduardo
, p. 973 - 981 (2018/11/02)
In this study, the pyrrolo[2,1-a]isoquinolines 4a–n were synthesized in good yields in a three steps synthesis from the corresponding α,β-unsaturated esters starting materials. These compounds were tested on six human cancer cells lines to measure the cyt
