Literature DB >> 27711314

Synthesis of 2,3-allenylamides utilizing [1,2]-phospha-Brook rearrangement and their application to gold-catalyzed cycloisomerization providing 2-aminofuran derivatives.

Azusa Kondoh1, Sho Ishikawa2, Takuma Aoki2, Masahiro Terada3.   

Abstract

An efficient synthetic method for 2,3-allenylamides having an oxygen functionality at the 2-position, which are difficult to access by conventional methods, was newly developed by utilizing the [1,2]-phospha-Brook rearrangement under Brønsted base catalysis. Further manipulation of the 2,3-allenylamides via gold-catalyzed cycloisomerization enables the formation of 2-aminofuran derivatives.

Entities:  

Year:  2016        PMID: 27711314     DOI: 10.1039/c6cc06591k

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


  2 in total

1.  Phosphite-Mediated Reductive Cross-Coupling of Isatins and Nitrostyrenes.

Authors:  Somayeh Motevalli; Jeffrey S Johnson
Journal:  Synthesis (Stuttg)       Date:  2017-05-02       Impact factor: 3.157

2.  Pyridazine N-Oxides as Precursors to 2-Aminofurans: Scope and Limitations in Complexity Building Cascade Reactions.

Authors:  Maribel Borger; James H Frederich
Journal:  Org Lett       Date:  2019-03-22       Impact factor: 6.072

  2 in total

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