Literature DB >> 20204191

Synthesis of 3-substituted indoles via reactive alkylideneindolenine intermediates.

Alessandro Palmieri1, Marino Petrini, Rafik R Shaikh.   

Abstract

Elimination of suitable leaving groups from 3-substituted indoles under basic or acidic conditions readily provides alkylideneindolenine intermediates that may react with a large variety of nucleophilic reagents. This article highlights some recent developments of this synthetic approach for the preparation of functionalized indole derivatives.

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Year:  2009        PMID： 20204191     DOI： 10.1039/b919891a

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


  5 in total

1.  Synthesis and Preliminary Biological Study of Bisindolylmethanes Accessed by an Acid-Catalyzed Hydroarylation of Vinylindoles.

Authors:  Tejas P Pathak; Jaroslaw G Osiak; Rachel M Vaden; Bryan E Welm; Matthew S Sigman
Journal:  Tetrahedron       Date:  2012-07-01       Impact factor: 2.457

2.  Chiral Brønsted base-promoted nitroalkane alkylation: enantioselective synthesis of sec-alkyl-3-substituted indoles.

Authors:  Mark C Dobish; Jeffrey N Johnston
Journal:  Org Lett       Date:  2010-11-19       Impact factor: 6.005

3.  Lewis Acid-Controlled Regioselective Phosphorylation of 2-Indolylmethanols with Diarylphosphine Oxides: Synthesis of Highly Substituted Indoles.

Authors:  Chen Hu; Gang Hong; Yuchen He; Chen Zhou; Marisa C Kozlowski; Limin Wang
Journal:  J Org Chem       Date:  2018-04-04       Impact factor: 4.354

4.  The Hexameric Resorcinarene Capsule as a Brønsted Acid Catalyst for the Synthesis of Bis(heteroaryl)methanes in a Nanoconfined Space.

Authors:  Stefania Gambaro; Pellegrino La Manna; Margherita De Rosa; Annunziata Soriente; Carmen Talotta; Carmine Gaeta; Placido Neri
Journal:  Front Chem       Date:  2019-10-22       Impact factor: 5.221

Review 5.  Arenesulfonyl indole: new precursor for diversification of C-3 functionalized indoles.

Authors:  Banni Preet Kaur; Jasneet Kaur; Swapandeep Singh Chimni
Journal:  RSC Adv       Date:  2021-01-08       Impact factor: 3.361
  5 in total

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