1401518-67-9Relevant academic research and scientific papers
Nickel-Catalyzed C(sp2)-H/C(sp3)-H Oxidative Coupling of Indoles with Toluene Derivatives
Soni, Vineeta,Khake, Shrikant M.,Punji, Benudhar
, p. 4202 - 4208 (2017/06/19)
Nickel-catalyzed oxidative C(sp2)-H/C(sp3)-H coupling of indoles with toluene derivatives is successfully achieved in the presence of 2-iodobutane as the oxidant. This method allows the selective C-2 benzylation of indoles with toluene derivatives over the alkylation with 2-iodobutane and permits the coupling of diversified indoles via the monochelation assistance. The reaction proceeded through a single-electron-transfer (SET) process, wherein both the C-H nickelation of indole and the C-H activation of toluene derivatives have a significant effect on the entire reaction rate. The synthetic utility of this nickel-catalyzed protocol is demonstrated by the facile removal of the directing group and by the convenient synthesis of the melatonin receptor antagonist Luzindole derivatives.
Rh(III)-catalyzed C-H alkylation of arenes using alkylboron reagents
Wang, He,Yu, Songjie,Qi, Zisong,Li, Xingwei
supporting information, p. 2812 - 2815 (2015/06/16)
Rhodium(III)-catalyzed direct alkylation of arenes using commercially available alkyltrifluoroborates is disclosed. Oximes, heteroarenes, azomethines, N-nitrosoamines, and amides are viable directing groups to entail this transformation. The alkyl group in the boron reagent can be extended to primary alkyls, benzyl, and cycloalkyls, and the reaction proceeded with controllable mono- and dialkylation selectivity when both ortho C-H sites are accessible.
Cobalt-catalyzed direct arylation and benzylation by C-H/C-O cleavage with sulfamates, carbamates, and phosphates
Song, Weifeng,Ackermann, Lutz
supporting information; experimental part, p. 8251 - 8254 (2012/09/07)
Inexpensive cobalt catalysts enable the first direct arylation and benzylation of (hetero)arenes with aryl carbamates, sulfamates, and phosphates with ample scope. The non-radical C-H/C-O arylation reaction even proved viable at ambient temperature. Copyr
