Literature DB >> 29420042

Iron-Catalyzed Radical Cycloaddition of 2H-Azirines and Enamides for the Synthesis of Pyrroles.

Mi-Na Zhao1,2, Zhi-Hui Ren1, De-Suo Yang2, Zheng-Hui Guan1.   

Abstract

A novel and efficient Fe-catalyzed radical cycloaddition of 2H-azirines and enamides for the synthesis of substituted pyrroles has been developed. The radical cycloaddition reaction proceeded through a conceptually new Fe(II)-catalyzed homolytic cleavage of C-N bond of 2H-azirines sequential radical cyclization with enamides. The reaction used readily available starting materials, tolerated various functional groups, and afforded valuable triaryl-substituted pyrroles in good to high yields under mild reaction conditions.

Entities:  

Year:  2018        PMID: 29420042     DOI: 10.1021/acs.orglett.7b04007

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


  3 in total

1.  Trimethylsilyl-Protected Alkynes as Selective Cross-Coupling Partners in Titanium-Catalyzed [2+2+1] Pyrrole Synthesis.

Authors:  Hsin-Chun Chiu; Ian A Tonks
Journal:  Angew Chem Int Ed Engl       Date:  2018-04-25       Impact factor: 15.336

2.  Synthesis of trifluoromethyl-containing isoindolinones from tertiary enamides via a cascade radical addition and cyclization process.

Authors:  Hui Yu; Mingdong Jiao; Xiaowei Fang; Pengfei Xuan
Journal:  RSC Adv       Date:  2018-07-03       Impact factor: 3.361

3.  Copper(II)-Catalyzed (3+2) Cycloaddition of 2H-Azirines to Six-Membered Cyclic Enols as a Route to Pyrrolo[3,2-c]quinolone, Chromeno[3,4-b]pyrrole, and Naphtho[1,8-ef]indole Scaffolds.

Authors:  Pavel A Sakharov; Nikolai V Rostovskii; Alexander F Khlebnikov; Mikhail S Novikov
Journal:  Molecules       Date:  2022-09-02       Impact factor: 4.927

  3 in total

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