Literature DB >> 24354601

Free-radical cascade alkylarylation of alkenes with simple alkanes: highly efficient access to oxindoles via selective (sp3)C-H and (sp2)C-H bond functionalization.

Zejiang Li1, Ye Zhang, Lizhi Zhang, Zhong-Quan Liu.   

Abstract

A copper-catalyzed alkylarylation of alkenes with simple alkanes was achieved, which not only provided an efficient method to prepare various alkyl-substituted oxindoles, but also represented a novel strategy for selective sp(3) C-H functionalization/C-C bond formation via a free-radical cascade process. Additionally, selective activation of unactivated (sp(3))C-H and (sp(2))C-H bonds by one single step is achieved in this system, which would also provide a novel strategy for raising efficiency in C-H bond functionalization.

Entities:  

Year:  2013        PMID: 24354601     DOI: 10.1021/ol4032478

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  7 in total

Review 1.  Direct radical functionalization methods to access substituted adamantanes and diamondoids.

Authors:  William K Weigel; Hoang T Dang; Abigail Feceu; David B C Martin
Journal:  Org Biomol Chem       Date:  2021-12-22       Impact factor: 3.890

2.  Cobalt-catalyzed C(sp3)-H/C(sp2)-H oxidative coupling between alkanes and benzamides.

Authors:  Shuangjie Li; Bao Wang; Guangyu Dong; Chunpu Li; Hong Liu
Journal:  RSC Adv       Date:  2018-04-10       Impact factor: 4.036

3.  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

4.  A general strategy for C(sp3)-H functionalization with nucleophiles using methyl radical as a hydrogen atom abstractor.

Authors:  Isabelle Nathalie-Marie Leibler; Makeda A Tekle-Smith; Abigail G Doyle
Journal:  Nat Commun       Date:  2021-11-29       Impact factor: 14.919

5.  Cascade alkylarylation of substituted N-allylbenzamides for the construction of dihydroisoquinolin-1(2H)-ones and isoquinoline-1,3(2H,4H)-diones.

Authors:  Ping Qian; Bingnan Du; Wei Jiao; Haibo Mei; Jianlin Han; Yi Pan
Journal:  Beilstein J Org Chem       Date:  2016-02-17       Impact factor: 2.883

6.  Catalytic arylsulfonyl radical-triggered 1,5-enyne-bicyclizations and hydrosulfonylation of α,β-conjugates.

Authors:  Zhen-Zhen Chen; Shuai Liu; Wen-Juan Hao; Ge Xu; Shuo Wu; Jiao-Na Miao; Bo Jiang; Shu-Liang Wang; Shu-Jiang Tu; Guigen Li
Journal:  Chem Sci       Date:  2015-11-13       Impact factor: 9.825

7.  Visible-light-induced oxidant and metal-free dehydrogenative cascade trifluoromethylation and oxidation of 1,6-enynes with water.

Authors:  Sadhan Jana; Ajay Verma; Rahul Kadu; Sangit Kumar
Journal:  Chem Sci       Date:  2017-07-10       Impact factor: 9.825

  7 in total

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