404584-29-8Relevant academic research and scientific papers
Synthesis of benzoxazoles via the copper-catalyzed hydroamination of alkynones with 2-aminophenols
Oshimoto, Kohei,Tsuji, Hiroaki,Kawatsura, Motoi
supporting information, p. 4225 - 4229 (2019/05/10)
We describe herein the synthetic method to benzoxazole derivatives via the copper-catalyzed hydroamination of alkynones with 2-aminophenols. The method produced a wide variety of functionalized benzoxazole derivatives in good yields. Preliminary mechanistic experiments revealed that the reaction would proceed through the copper-catalyzed hydroamination of alkynones and the sequential intramolecular cyclization of β-iminoketones/elimination of acetophenone promoted by the copper catalyst.
Direct construction of 2-alkylbenzo-1,3-azoles via C-H activation of alkanes for C-C and C-X (X = O, S) bond formation
Yadav, Arvind K.,Yadav, Lal Dhar S.
supporting information, p. 2606 - 2611 (2015/05/19)
Copper catalyzed straightforward synthesis of 2-alkylbenzoxa(thia)azoles from aryl isocyanates/isothiocyanates and simple alkanes is reported. The protocol utilizes ditertiary butyl peroxide (DTBP) as a radical initiator and involves sequential formation of C-C and C-X (X = O, S) bonds followed by aromatization in a one-pot procedure. This journal is
A general palladium-catalyzed method for alkylation of heteroarenes using secondary and tertiary alkyl halides
Wu, Xiaojin,See, Jessica Wei Ting,Xu, Kai,Hirao, Hajime,Roger, Julien,Hierso, Jean-Cyrille,Zhou, Jianrong
supporting information, p. 13573 - 13577 (2015/01/09)
A general alkylation of heterocycles using a simple palladium catalyst is reported. Most classes of heterocycles, including indoles and pyridines, efficiently coupled with unactivated secondary and tertiary alkyl halides. An alkyl radical addition to neutral heteroarenes is most likely involved.
Nickel- and cobalt-catalyzed direct alkylation of azoles with N-tosylhydrazones bearing unactivated alkyl groups
Yao, Tomoyuki,Hirano, Koji,Satoh, Tetsuya,Miura, Masahiro
supporting information; experimental part, p. 775 - 779 (2012/02/06)
A matter of catalyst: Azole compounds can be directly alkylated with N-tosylhydrazones that bear unactivated alkyl groups (see scheme; phen=1,10-phenanthroline, Ts=p-toluenesulfonyl). Nickel catalysis enables the introduction of simple secondary alkyl chains into benzoxazole compounds, whereas the alkylation of 5-aryloxazoles and benzothiazole is possible by using a cobalt catalyst. Copyright
