Literature DB >> 25076131

Silver-catalyzed tandem hydroamination/hydroarylation of 1-(2-allylamino)phenyl-4-hydroxy-but-2-yn-1-ones to 1'-allylspiro[indene-1,2'-indolin]-3'-ones.

Srinivasa Reddy Mothe1, Maria Laurentia Novianti, Benjamin James Ayers, Philip Wai Hong Chan.   

Abstract

An efficient silver triflate-catalyzed tandem hydroamination/hydroarylation cascade generating 1'-allylspiro[indene-1,2'-indolin]-3'-ones from 1-(2-allylamino)phenyl-4-hydroxy-but-2-yn-1-ones is described. The reaction conditions are mild and general in scope and proceed to highly functionalized spiro-targets in high yield. This novel class of molecule possesses both the privileged indene and indolin-3-one scaffold, which may lead to possible pharmacological applications.

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Year:  2014        PMID: 25076131     DOI: 10.1021/ol501809p

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


  4 in total

1.  Asymmetric synthesis of 1H-pyrrol-3(2H)-ones from 2,3-diketoesters by combination of aldol condensation with benzilic acid rearrangement.

Authors:  Qiang Sha; Hadi Arman; Michael P Doyle
Journal:  Chem Commun (Camb)       Date:  2016-01-04       Impact factor: 6.222

2.  Palladium-catalyzed direct C(sp3)-H arylation of indole-3-ones with aryl halides: a novel and efficient method for the synthesis of nucleophilic 2-monoarylated indole-3-ones.

Authors:  Yong-Long Zhao; Yong-Qin Tang; Xing-Hai Fei; Tao Xiao; Ya-Dong Lu; Xiao-Zhong Fu; Bin He; Meng Zhou; Chun Li; Peng-Fei Xu; Yuan-Yong Yang
Journal:  RSC Adv       Date:  2018-07-16       Impact factor: 3.361

3.  Synthesis of C2-tetrasubstituted indolin-3-ones via Cu-catalyzed oxidative dimerization of 2-aryl indoles and cross-addition with indoles.

Authors:  Anoop Singh; Satheeshvarma Vanaparthi; Sachin Choudhary; Rangan Krishnan; Indresh Kumar
Journal:  RSC Adv       Date:  2019-08-02       Impact factor: 3.361

4.  Oxidative Dearomative Cross-Dehydrogenative Coupling of Indoles with Diverse C-H Nucleophiles: Efficient Approach to 2,2-Disubstituted Indolin-3-ones.

Authors:  Xue Yan; Ying-De Tang; Cheng-Shi Jiang; Xigong Liu; Hua Zhang
Journal:  Molecules       Date:  2020-01-20       Impact factor: 4.411

  4 in total

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