Literature DB >> 26368318

IBX-mediated oxidation of unactivated cyclic amines: application in highly diastereoselective oxidative Ugi-type and aza-Friedel-Crafts reactions.

C de Graaff1, L Bensch, Matthijs J van Lint, E Ruijter, R V A Orru.   

Abstract

The first o-iodoxybenzoic acid (IBX) mediated oxidation of unactivated amines to imines is described. A range of meso-pyrrolidines were shown to be suitable substrates. The chemical space was further explored with one-pot oxidative Ugi-type and aza-Friedel-Crafts reactions, which proved to be highly diastereoselective.

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Year:  2015        PMID： 26368318     DOI： 10.1039/c5ob01519g

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN： 1477-0520            Impact factor:   3.876


  4 in total

1.  An Ugi Reaction Incorporating a Redox-Neutral Amine C-H Functionalization Step.

Authors:  Zhengbo Zhu; Daniel Seidel
Journal:  Org Lett       Date:  2016-01-19       Impact factor: 6.005

2.  Oxone promoted dehydrogenative Povarov cyclization of N-aryl glycine derivatives: an approach towards quinoline fused lactones and lactams.

Authors:  Devidas A More; Ganesh H Shinde; Aslam C Shaikh; M Muthukrishnan
Journal:  RSC Adv       Date:  2019-09-25       Impact factor: 4.036

3.  Facile Chemical Access to Biologically Active Norcantharidin Derivatives from Biomass.

Authors:  Konstantin I Galkin; Fedor A Kucherov; Oleg N Markov; Ksenia S Egorova; Alexandra V Posvyatenko; Valentine P Ananikov
Journal:  Molecules       Date:  2017-12-12       Impact factor: 4.411

Review 4.  IBX-Mediated Organic Transformations in Heterocyclic Chemistry-A Decade Update.

Authors:  Yadavalli Venkata Durga Nageswar; Katla Ramesh; Katla Rakhi
Journal:  Front Chem       Date:  2022-02-28       Impact factor: 5.221
  4 in total

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