Literature DB >> 11869105

Regioselective synthesis of indoles via reductive annulation of nitrosoaromatics with alkynes.

Andrea Penoni1, Jerome Volkmann, Kenneth M Nicholas.   

Abstract

[reaction: see text] Indoles are produced regioselectively and in moderate yields by two new processes: (a) from the [CpRu(CO)2]2-catalyzed reaction of nitrosoaromatics (ArNO) with alkynes under carbon monoxide and (b) in a two-step sequence involving the (uncatalyzed) reaction of ArNO with alkynes, followed by reduction of the intermediate adduct.

Entities:  

Year:  2002        PMID: 11869105     DOI: 10.1021/ol017139e

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


  5 in total

1.  Nitrosation of aryl and heteroaryltrifluoroborates with nitrosonium tetrafluoroborate.

Authors:  Gary A Molander; Livia N Cavalcanti
Journal:  J Org Chem       Date:  2012-04-24       Impact factor: 4.354

2.  Indole synthesis: a review and proposed classification.

Authors:  Douglass F Taber; Pavan K Tirunahari
Journal:  Tetrahedron       Date:  2011-09-23       Impact factor: 2.457

3.  Rh(2)(II)-catalyzed synthesis of carbazoles from biaryl azides.

Authors:  Benjamin J Stokes; Brankica Jovanović; Huijun Dong; Kathleen J Richert; Ryan D Riell; Tom G Driver
Journal:  J Org Chem       Date:  2009-04-17       Impact factor: 4.354

4.  On the mechanism of nitrosoarene-alkyne cycloaddition.

Authors:  Andrea Penoni; Giovanni Palmisano; Yi-Lei Zhao; Kendall N Houk; Jerome Volkman; Kenneth M Nicholas
Journal:  J Am Chem Soc       Date:  2009-01-21       Impact factor: 15.419

5.  Trifluoromethyl Vinyl Sulfide: A Building Block for the Synthesis of CF3S-Containing Isoxazolidines.

Authors:  Alejandra Riesco-Domínguez; Jeroen van de Wiel; Trevor A Hamlin; Bas van Beek; Stephen D Lindell; Daniel Blanco-Ania; F Matthias Bickelhaupt; Floris P J T Rutjes
Journal:  J Org Chem       Date:  2018-01-30       Impact factor: 4.354

  5 in total

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