01357nas a2200157   4500008004100000245009800041210006900139260000800208300001400216490000600230520080200236100001301038700001801051700001401069856011601083       2017                        eng d00aNickel-catalyzed C(sp(2))-H/C(sp(3))-H oxidative coupling of indoles with toluene derivatives0 aNickelcatalyzed Csp2HCsp3H oxidative coupling of indoles with to  cJUN  a4202-42080 v73 aNickel-catalyzed oxidative C(sp(2))-H/C(sp(3))-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.1 aSoni, V.1 aKhake, S., M.1 aPunji, B.  uhttps://library.ncl.res.in/content/nickel-catalyzed-csp2-hcsp3-h-oxidative-coupling-indoles-toluene-derivatives