Literature DB >> 23379760

Rh2(II)-catalyzed selective aminomethylene migration from styryl azides.

Chen Kong1, Navendu Jana, Tom G Driver.   

Abstract

Rh(2)(II)-carboxylate complexes were discovered to promote the selective migration of aminomethylenes in β,β-disubstituted styryl azides to form 2,3-disubstituted indoles. Mechanistic data are also presented that suggest that the migration occurs stepwise before diffusion of the iminium ion.

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Year:  2013        PMID: 23379760      PMCID: PMC8941974          DOI: 10.1021/ol400137q

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


  32 in total

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5.  Hydrazulene ring systems via heteroatom-assisted [1,2]-shift of oxonium and sulfonium ylides.

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6.  Rh2(II)-catalyzed nitro-group migration reactions: selective synthesis of 3-nitroindoles from β-nitro styryl azides.

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Journal:  J Am Chem Soc       Date:  2011-03-14       Impact factor: 15.419

7.  Interrupting the Nazarov reaction: domino and cascade processes utilizing cyclopentenyl cations.

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Review 9.  Recent progress in the total synthesis of indole alkaloids.

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Journal:  Curr Opin Drug Discov Devel       Date:  2009-11

10.  Catalyst and ring size effects on periselectivity of oxonium ylide rearrangements.

Authors:  Fredrik P Marmsäter; John A Vanecko; F G West
Journal:  Org Lett       Date:  2004-05-13       Impact factor: 6.005

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5.  Development of a Suzuki cross-coupling reaction between 2-azidoarylboronic pinacolate esters and vinyl triflates to enable the synthesis of [2,3]-fused indole heterocycles.

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