270260-33-8Relevant articles and documents
Discovery of a new palladacycle precatalyst and its applications to C-O coupling reactions between electron-deficient phenols and functionalized heteroaryl chlorides
Zhang, Ting,Tudge, Matthew T.
, p. 2329 - 2331 (2015)
A new palladacycle precatalyst (J009 PreCat) was designed and synthesized. The precatalyst dramatically improved the yield of a class of extremely challenging cross-coupling reactions between functionalized heteroaryl chlorides and electron-deficient phenols. The reactions are easy to set up, are tolerant of various functional groups, and allow quick access to electron-deficient, highly functionalized diaryl ether compounds.
Identification of an Oxalamide Ligand for Copper-Catalyzed C?O Couplings from a Pharmaceutical Compound Library
Chan, Vincent S.,Krabbe, Scott W.,Li, Changfeng,Sun, Lijie,Liu, Yue,Nett, Alex J.
, (2019/04/30)
A typical pharmaceutical compound library is stocked with molecular diversity and could provide a platform for the discovery of new ligand structures. Herein, we describe the use of this approach in combination with high throughput screening to identify N,N’-bis(thiophene-2-ylmethyl)oxalamide as a ligand that is generally effective for copper-catalyzed C?O cross-couplings to prepare both biarylethers as well as phenols under mild conditions.
Decarbonylative Diaryl Ether Synthesis by Pd and Ni Catalysis
Takise, Ryosuke,Isshiki, Ryota,Muto, Kei,Itami, Kenichiro,Yamaguchi, Junichiro
, p. 3340 - 3343 (2017/03/15)
Because diaryl ethers are present as an important motif in pharmaceuticals and natural products, extensive studies for the development of novel methods have been conducted. A conventional method for the construction of the diaryl ether moiety is the intermolecular cross-coupling reaction of aryl halides and phenols with a copper or palladium catalyst. We developed a catalytic decarbonylative etherification of aromatic esters using a palladium or nickel catalyst with our enabling diphosphine ligand to give the corresponding diaryl ethers. The present reaction can be conducted on gram scale in excellent yield. This reaction not only functions in an intramolecular setting but also allows for a cross-etherification using other phenols.