title: Diborane-Mediated Deoxygenation of o-Nitrostyrenes To Form Indoles.
abstract: A mild, transition metal-free, diborane-mediated deoxygenation of nitro groups was discovered that in situ generates nitrosoarene reactive intermediates. This new reactivity mode of B2pin2 was leveraged to construct indoles from o-nitrostyrenes through a reductive-cyclization reaction that exhibits a Hammett ρ-value of +0.97 relative to σpara values. Our new deoxygenation reaction is efficient, practical, and scaleable, enabling access to a broad range of indoles.
authors: Institute of Next Generation Matter Transformation, College of Chemical Engineering, College of Material Sciences Engineering at Huaqiao University , 668 Jimei Boulevard, Xiamen, Fujian 361021, P. R. China.
authors: Kai
authors: K
authors: Yang
authors: Department of Chemistry, University of Illinois at Chicago , 845 West Taylor Street, Chicago, Illinois 60607-7061, United States.
authors: Fei
authors: F
authors: Zhou
authors: Institute of Next Generation Matter Transformation, College of Chemical Engineering, College of Material Sciences Engineering at Huaqiao University , 668 Jimei Boulevard, Xiamen, Fujian 361021, P. R. China.
authors: Zhijie
authors: Z
authors: Kuang
authors: Institute of Next Generation Matter Transformation, College of Chemical Engineering, College of Material Sciences Engineering at Huaqiao University , 668 Jimei Boulevard, Xiamen, Fujian 361021, P. R. China.
authors: Guoliang
authors: G
authors: Gao
authors: Institute of Next Generation Matter Transformation, College of Chemical Engineering, College of Material Sciences Engineering at Huaqiao University , 668 Jimei Boulevard, Xiamen, Fujian 361021, P. R. China.|Department of Chemistry, University of Illinois at Chicago , 845 West Taylor Street, Chicago, Illinois 60607-7061, United States.
authors: Tom G
authors: TG
authors: Driver
authors: Institute of Next Generation Matter Transformation, College of Chemical Engineering, College of Material Sciences Engineering at Huaqiao University , 668 Jimei Boulevard, Xiamen, Fujian 361021, P. R. China.
authors: Qiuling
authors: Q
authors: Song