Literature DB >> 27116426

Curtius-like Rearrangement of an Iron-Nitrenoid Complex and Application in Biomimetic Synthesis of Bisindolylmethanes.

Dashan Li1,2, Ting Wu1,2, Kangjiang Liang1,2, Chengfeng Xia1,3.   

Abstract

A Curtius-like rearrangement of hydroxamates to isocyanates was discovered. This reaction was initiated from an iron(II)-nitrenoid complex, which was generated by the iron(II)-catalyzed cleavage of N-O bonds of functionalized hydroxamates. To demonstrate the efficiency of this new Curtius-like rearrangement in synthetic chemistry, a biomimetic strategy for the one-pot preparation of bisindolylmethanes was developed.

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Year:  2016        PMID: 27116426     DOI: 10.1021/acs.orglett.6b00864

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


  5 in total

1.  Ir-Catalyzed Intermolecular Branch-Selective Allylic C-H Amidation of Unactivated Terminal Olefins.

Authors:  Honghui Lei; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2019-02-04       Impact factor: 15.419

2.  Biocatalytic, Intermolecular C-H Bond Functionalization for the Synthesis of Enantioenriched Amides.

Authors:  Soumitra V Athavale; Shilong Gao; Zhen Liu; Sharath Chandra Mallojjala; Jennifer S Hirschi; Frances H Arnold
Journal:  Angew Chem Int Ed Engl       Date:  2021-10-13       Impact factor: 15.336

Review 3.  The Curtius rearrangement: mechanistic insight and recent applications in natural product syntheses.

Authors:  Arun K Ghosh; Anindya Sarkar; Margherita Brindisi
Journal:  Org Biomol Chem       Date:  2018-02-26       Impact factor: 3.876

4.  Efficient Copper-Catalyzed Multicomponent Synthesis of N-Acyl Amidines via Acyl Nitrenes.

Authors:  Kaj M van Vliet; Lara H Polak; Maxime A Siegler; Jarl Ivar van der Vlugt; Célia Fonseca Guerra; Bas de Bruin
Journal:  J Am Chem Soc       Date:  2019-09-10       Impact factor: 15.419

5.  Well-Defined Aryl-FeII Complexes in Cross-Coupling and C-H Activation Processes.

Authors:  Carla Magallón; Oriol Planas; Steven Roldán-Gómez; Josep M Luis; Anna Company; Xavi Ribas
Journal:  Organometallics       Date:  2021-03-09       Impact factor: 3.837

  5 in total

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