71172-63-9Relevant academic research and scientific papers
Visible Light-Induced γ-Alkoxynitrile Synthesis via Three- Component Alkoxycyanomethylation of Alkenes
Yi, Hong,Zhang, Xu,Qin, Chu,Liao, Zhixiong,Liu, Jie,Lei, Aiwen
, p. 2873 - 2877 (2014)
A three-component alkoxycyanomethylation of alkenes is achieved using the iridium photoredox catalyst [fac-Ir(ppy)3]. This catalytic radical difunctionalization accomplishes both alkylation and alkoxylation of alkenes in one pot. Various alcohols can serve as the alkoxy sources in this transformation. In addition, the introduced cyano group can undergo further transformations into various useful functional groups.
Conjugate addition of acetal-derived benzyl radicals generated from low-valent titanium-mediated CO bond cleavage
Suga, Takuya,Nakamura, Masaharu,Takada, Ryusei,Ukaji, Yutaka
supporting information, p. 1258 - 1260 (2021/05/17)
A new method for the generation of benzyl radicals from acetals via low-valent titanium-mediated homolytic CO bond cleavage is presented. The low cost and availability of the developed titanium reagent enable efficient access to α-alkoxy carbon radical species via the developed reaction.
Cu-Catalyzed Redox-Neutral Ring Cleavage of Cycloketone O-Acyl Oximes: Chemodivergent Access to Distal Oxygenated Nitriles
Ai, Wenying,Liu, Yaqian,Wang, Qian,Lu, Zhonglin,Liu, Qiang
, p. 409 - 412 (2018/01/27)
A chemodivergent copper-catalyzed ring opening of cycloketone oximes via radical-mediated C-C bond cleavage under redox-neutral conditions is described. This method allows the divergent synthesis of γ- and δ-acyloxylated, alkoxylated, and hydroxylated nitriles while avoiding the use of toxic cyanide reagents. Moreover, these reactions proceed under very mild conditions with good functional group tolerance. Notably, ring-opening reactions of the less-strained substrate cyclopentanone oxime also proceeded well under the established conditions.
Expanding the Scope of Photocatalysis: Atom Transfer Radical Addition of Bromoacetonitrile to Aliphatic Olefins
Voutyritsa, Errika,Triandafillidi, Ierasia,Kokotos, Christoforos G.
, p. 2466 - 2470 (2018/06/14)
An efficient photocatalyzed bromocyanomethylation of alkenes is reported. Among a range of organocatalysts and metal complexes, Ir(ppy)3 proved to be the best photocatalyst in promoting the addition of BrCH2CN to olefins. This photocatalytic atom transfer protocol can be expanded into a wide substrate scope of aliphatic olefins bearing various functional groups, leading to the corresponding products in good to excellent yields. In addition, linchpin catalysis was developed, since the bromo group can undergo further transformation into useful functional groups, such as the synthesis of amino acids.
