181517-73-7Relevant articles and documents
Imidazolylidene carbene ligated palladium catalysis of the Heck reaction in the presence of air.
Liu, Jingping,Zhao, Yuanhong,Zhou, Yongyun,Li, Liang,Zhang, Tony Y,Zhang, Hongbin
, p. 3227 - 3231 (2003)
Five 1,3-disubstituted imidazolium salts were synthesized. Their Heck reaction activities were evaluated. A convenient, efficient and high yielding procedure based on these compounds for the arylation of olefins was developed. Heck reactions mediated by these palladium-N-heterocyclic carbene complexes were conducted under air and even in the presence of several common oxidants.
Mizoroki–Heck Cross-Coupling of Acrylate Derivatives with Aryl Halides Catalyzed by Palladate Pre-Catalysts
Islam, Mohammad Shahidul,Nahra, Fady,Tzouras, Nikolaos V.,Barakat, Assem,Cazin, Catherine S. J,Nolan, Steven P.,Al-Majid, Abdullah Mohammed
supporting information, p. 4695 - 4699 (2019/11/13)
The Mizoroki–Heck (MH) reaction involving aryl halides with various acrylates and acrylamides has been studied using air and moisture-stable imidazolium-based palladate pre-catalysts. These pre-catalysts can be converted into Pd-NHC species (NHC = N-heterocyclic carbene) under catalytic conditions and are capable of facilitating the Mizoroki–Heck reaction of aryl halides with various acrylates. The effects of solvent, catalyst loading, temperature and bases on the reaction outcome have been investigated. Various coupling partners were tolerated under the optimal reaction conditions catalyzed by palladate 1, [SIPr·H][Pd(η3-2-Me-allyl)Cl2]. The efficiency of the optimized synthetic methodology was tested on various aryl halides and substituted acrylates as well as acrylamides. The MH reaction yielded the coupled products in good to excellent isolated yields (up to 98%).
Palladium-catalyzed Mizoroki-Heck type reaction with aryliodine diacetates using hydrazone ligand
Mino, Takashi,Watanabe, Kohei,Abe, Taichi,Kogure, Taketo,Sakamoto, Masami
, p. 2015 - 2021 (2013/10/22)
We developed a palladium-catalyzed Mizoroki-Heck type reaction of olefins with such hypervalent iodine reagents as iodobenzene diacetate in good to high yields using 2 mol% of a heterocyclic hydrazone (1b)-Pd(OAc)2 system in NMP under air at 90 °C. The Japan Institute of Heterocyclic Chemistry.