4783-68-0Relevant articles and documents
A CONVENIENT METHOD FOR THE PREPARATION OF 6-PHENOXY-2-PYRIDINECARBALDEHYDE
Ozawa, Kiyomi,Ishii, Shigeru,Hatanaka, Masataka
, p. 1803 - 1804 (1985)
6-Phenoxy-2-pyridinecarbaldehyde was prepared in good yields through a few reaction steps utilizing Grignard reaction which has been regarded disadvantageous for preparation of pyridinecarbaldehydes.
Remarkably Efficient Iridium Catalysts for Directed C(sp2)-H and C(sp3)-H Borylation of Diverse Classes of Substrates
Chattopadhyay, Buddhadeb,Hassan, Mirja Md Mahamudul,Hoque, Md Emdadul
supporting information, p. 5022 - 5037 (2021/05/04)
Here we describe the discovery of a new class of C-H borylation catalysts and their use for regioselective C-H borylation of aromatic, heteroaromatic, and aliphatic systems. The new catalysts have Ir-C(thienyl) or Ir-C(furyl) anionic ligands instead of the diamine-type neutral chelating ligands used in the standard C-H borylation conditions. It is reported that the employment of these newly discovered catalysts show excellent reactivity and ortho-selectivity for diverse classes of aromatic substrates with high isolated yields. Moreover, the catalysts proved to be efficient for a wide number of aliphatic substrates for selective C(sp3)-H bond borylations. Heterocyclic molecules are selectively borylated using the inherently elevated reactivity of the C-H bonds. A number of late-stage C-H functionalization have been described using the same catalysts. Furthermore, we show that one of the catalysts could be used even in open air for the C(sp2)-H and C(sp3)-H borylations enabling the method more general. Preliminary mechanistic studies suggest that the active catalytic intermediate is the Ir(bis)boryl complex, and the attached ligand acts as bidentate ligand. Collectively, this study underlines the discovery of new class of C-H borylation catalysts that should find wide application in the context of C-H functionalization chemistry.
Ruthenium-Catalyzed meta-CAr–H Bond Difluoroalkylation of 2-Phenoxypyridines
Jia, Chunqi,Wang, Shichong,Lv, Xulu,Li, Gang,Zhong, Lei,Zou, Lei,Cui, Xiuling
supporting information, p. 1992 - 1995 (2020/03/23)
A ruthenium-catalyzed meta-selective CAr–H bond difluoroalkylation of 2-phenoxypyridine using 2-bromo-2,2-difluoroacetate has been developed. Mechanistic studies indicated that this difluoroalkylation might involve a radical process. Furthermore, a new method is reported for the synthesis of 2-(meta-difluoroalkylphenoxy)pyridine derivatives, which are present in many pharmaceuticals and other functional compounds.
Solvent selection scheme using machine learning based on physicochemical description of solvent molecules: Application to cyclic organometallic reaction
Fujinami, Mikito,Isshiki, Ryota,Maekawara, Hiroki,Nakai, Hiromi,Seino, Junji,Yamaguchi, Junichiro
supporting information, p. 841 - 845 (2020/08/28)
A solvent selection scheme for optimization of reactions is proposed using machine learning, based on the numerical descriptions of solvent molecules. Twenty-eight key solvents were represented using 17 physicochemical descriptors. Clustering analysis results implied that the descriptor represents the chemical characteristics of the solvent molecules. During the assessment of an organometallic reaction system, the regression analysis indicated that learning even a small number of experimental results can be useful for identifying solvents that will produce high experimental yields. Observation of the regression coefficients, and both clustering and regression analysis, can be effective when selecting a solvent to be used for an experiment.
