Literature DB >> 14510534

Regioselectivity on the palladium-catalyzed intramolecular cyclization of indole derivatives.

Giorgio Abbiati1, Egle M Beccalli, Gianluigi Broggini, Caterina Zoni.   

Abstract

Indole 2-carboxamide derivatives 4 underwent palladium-catalyzed intramolecular cyclization reactions to afford beta-carbolinones or pyrazino[1,2-a]indoles according to different reaction pathways. The complete regioselectivity of the reactions was obtained in different reaction conditions.

Entities:  

Year:  2003        PMID： 14510534     DOI： 10.1021/jo034636v

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


  10 in total

Review 1.  Direct transition metal-catalyzed functionalization of heteroaromatic compounds.

Authors:  Ilya V Seregin; Vladimir Gevorgyan
Journal:  Chem Soc Rev       Date:  2007-03-05       Impact factor: 54.564

2.  Reactions of Indene and Indoles with Platinum Methyl Cations: Indene C-H Activation, Indole π vs. Nitrogen Lone-Pair Coordination.

Authors:  Travis J Williams; Jay A Labinger; John E Bercaw
Journal:  Organometallics       Date:  2007       Impact factor: 3.876

Review 3.  Palladium(II)-catalyzed alkene functionalization via nucleopalladation: stereochemical pathways and enantioselective catalytic applications.

Authors:  Richard I McDonald; Guosheng Liu; Shannon S Stahl
Journal:  Chem Rev       Date:  2011-03-23       Impact factor: 60.622

4.  Constructing multiply substituted arenes using sequential palladium(II)-catalyzed C-H olefination.

Authors:  Keary M Engle; Dong-Hui Wang; Jin-Quan Yu
Journal:  Angew Chem Int Ed Engl       Date:  2010-08-16       Impact factor: 15.336

5.  C-H Bond Functionalizations with Palladium(II): Intramolecular Oxidative Annulations of Arenes.

Authors:  Eric M Ferreira; Haiming Zhang; Brian M Stoltz
Journal:  Tetrahedron       Date:  2008-06-23       Impact factor: 2.457

6.  Pd(OAc)2-catalyzed dehydrogenative C-H activation: An expedient synthesis of uracil-annulated β-carbolinones.

Authors:  Biplab Mondal; Somjit Hazra; Tarun K Panda; Brindaban Roy
Journal:  Beilstein J Org Chem       Date:  2015-08-04       Impact factor: 2.883

7.  Et3B-mediated and palladium-catalyzed direct allylation of β-dicarbonyl compounds with Morita-Baylis-Hillman alcohols.

Authors:  Ahlem Abidi; Yosra Oueslati; Farhat Rezgui
Journal:  Beilstein J Org Chem       Date:  2016-11-15       Impact factor: 2.883

8.  Regiocontrol in the oxidative Heck reaction of indole by ligand-enabled switch of the regioselectivity-determining step.

Authors:  Yu-Jie Wang; Chen-Hui Yuan; De-Zhao Chu; Lei Jiao
Journal:  Chem Sci       Date:  2020-09-23       Impact factor: 9.825

9.  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

10.  Palladium-Catalyzed Dehydrogenative Coupling: An Efficient Synthetic Strategy for the Construction of the Quinoline Core.

Authors:  Asier Carral-Menoyo; Verónica Ortiz-de-Elguea; Mikel Martinez-Nunes; Nuria Sotomayor; Esther Lete
Journal:  Mar Drugs       Date:  2017-08-30       Impact factor: 5.118
  10 in total

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