Literature DB >> 11149834

Access to pyrrolo- and pyrido[1,2-a]indole derivatives by intramolecular nitrone cycloadditions. Effect of steric factors on the regioselective product formation.

E M Beccalli1, G Broggini, C La Rosa, D Passarella, T Pilati, A Terraneo, G Zecchi.   

Abstract

On starting from N-allyl-substituted 2-indolecarbaldehydes and exploiting the intramolecular nitrone cycloaddition methodology, we synthesized a number of the title fused-ring indole derivatives in racemic as well as enantiopure form.

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Year:  2000        PMID: 11149834     DOI: 10.1021/jo000842g

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  5 in total

1.  Synthesis of pyrido[1,2-a]indole malonates and amines through aryne annulation.

Authors:  Donald C Rogness; Nataliya A Markina; Jesse P Waldo; Richard C Larock
Journal:  J Org Chem       Date:  2012-03-06       Impact factor: 4.354

2.  Controlling Selectivity for Cycloadditions of Nitrones and Alkenes Tethered by Benzimidazoles: Combining Experiment and Theory.

Authors:  Liping Meng; Selina C Wang; James C Fettinger; Mark J Kurth; Dean J Tantillo
Journal:  European J Org Chem       Date:  2009-04

3.  Iridium-catalyzed regio- and enantioselective N-allylation of indoles.

Authors:  Levi M Stanley; John F Hartwig
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

4.  A pyrone remodeling strategy to access diverse heterocycles: application to the synthesis of fascaplysin natural products.

Authors:  Vignesh Palani; Melecio A Perea; Kristen E Gardner; Richmond Sarpong
Journal:  Chem Sci       Date:  2020-11-27       Impact factor: 9.825

5.  Palladium-catalyzed dual C-H or N-H functionalization of unfunctionalized indole derivatives with alkenes and arenes.

Authors:  Gianluigi Broggini; Egle M Beccalli; Andrea Fasana; Silvia Gazzola
Journal:  Beilstein J Org Chem       Date:  2012-10-11       Impact factor: 2.883

  5 in total

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