Literature DB >> 25327541

Radical cascade cyanomethylation of activated alkenes to construct cyano substituted oxindoles.

Juan Li1, Zhigang Wang, Ningjie Wu, Ge Gao, Jingsong You.   

Abstract

The cyanomethyl radical was easily generated from acetonitrile by using DTBP, which was applied to a cascade alkene addition and cyclization reaction to construct useful oxindole derivatives. This protocol features simple manipulation, cheap reagents and a broad substrate scope. In addition, nitro substituted oxindoles were also synthesized for the first time.

Entities:  

Year:  2014        PMID: 25327541     DOI: 10.1039/c4cc07667b

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  5 in total

1.  Transforming Olefins into γ,δ-Unsaturated Nitriles through Copper Catalysis.

Authors:  Xuesong Wu; Jan Riedel; Vy M Dong
Journal:  Angew Chem Int Ed Engl       Date:  2017-08-10       Impact factor: 15.336

2.  Oxidative 1,2-carboamination of alkenes with alkyl nitriles and amines toward γ-amino alkyl nitriles.

Authors:  Yan-Yun Liu; Xu-Heng Yang; Ren-Jie Song; Shenglian Luo; Jin-Heng Li
Journal:  Nat Commun       Date:  2017-04-10       Impact factor: 14.919

3.  Cu-catalyzed cyanomethylation of imines and α,β-alkenes with acetonitrile and its derivatives.

Authors:  Muhammad Siddique Ahmad; Atique Ahmad
Journal:  RSC Adv       Date:  2021-01-28       Impact factor: 3.361

4.  The synthesis of anticancer sulfonated indolo[2,1-a]isoquinoline and benzimidazo[2,1-a]isoquinolin-6(5H)-ones derivatives via a free radical cascade pathway.

Authors:  You-Lu Pan; Xiao-Meng Gong; Rong-Rong Hao; Shen-Xin Zeng; Zheng-Rong Shen; Wen-Hai Huang
Journal:  RSC Adv       Date:  2022-03-29       Impact factor: 3.361

5.  Heterogeneous photocatalytic cyanomethylarylation of alkenes with acetonitrile: synthesis of diverse nitrogenous heterocyclic compounds.

Authors:  Guanglong Pan; Qian Yang; Wentao Wang; Yurong Tang; Yunfei Cai
Journal:  Beilstein J Org Chem       Date:  2021-05-17       Impact factor: 2.883

  5 in total

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