Literature DB >> 23223975

2-Substituted 3-arylindoles through palladium-catalyzed arylative cyclization of 2-alkynyltrifluoroacetanilides with arylboronic acids under oxidative conditions.

Antonio Arcadi1, Sandro Cacchi, Giancarlo Fabrizi, Antonella Goggiamani, Antonia Iazzetti, Fabio Marinelli.   

Abstract

Free NH 2-substituted 3-arylindoles have been prepared usually in good to high yields through the palladium-catalyzed reaction of readily available 2-alkynyltrifluoroacetanilides with arylboronic acids under oxidative conditions. The reaction tolerates a variety of useful functional groups both in the arylboronic acid and in the alkyne, including chloro, formyl, and ester groups.

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Year:  2012        PMID: 23223975     DOI: 10.1039/c2ob27125g

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


  5 in total

1.  Palladium-catalyzed regio- and stereoselective synthesis of aryl and 3-indolyl-substituted 4-methylene-3,4-dihydroisoquinolin-1(2H)-ones.

Authors:  Valeria Nori; Antonio Arcadi; Armando Carlone; Fabio Marinelli; Marco Chiarini
Journal:  Beilstein J Org Chem       Date:  2020-05-20       Impact factor: 2.883

2.  Palladium-catalyzed nucleomethylation of alkynes for synthesis of methylated heteroaromatic compounds.

Authors:  Xi Yang; Gang Wang; Zhi-Shi Ye
Journal:  Chem Sci       Date:  2022-08-18       Impact factor: 9.969

3.  Tuneable access to indole, indolone, and cinnoline derivatives from a common 1,4-diketone Michael acceptor.

Authors:  Dalel El-Marrouki; Sabrina Touchet; Abderrahmen Abdelli; Hédi M'Rabet; Mohamed Lotfi Efrit; Philippe C Gros
Journal:  Beilstein J Org Chem       Date:  2020-07-17       Impact factor: 2.883

4.  Synthesis of indolo[1,2-c]quinazolines from 2-alkynylaniline derivatives through Pd-catalyzed indole formation/cyclization with N,N-dimethylformamide dimethyl acetal.

Authors:  Antonio Arcadi; Sandro Cacchi; Giancarlo Fabrizi; Francesca Ghirga; Antonella Goggiamani; Antonia Iazzetti; Fabio Marinelli
Journal:  Beilstein J Org Chem       Date:  2018-09-14       Impact factor: 2.883

5.  Palladium-Catalyzed Aminocyclization-Coupling Cascades: Preparation of Dehydrotryptophan Derivatives and Computational Study.

Authors:  Belén Vaz; Claudio Martínez; Francisco Cruz; J Gabriel Denis; Ángel R de Lera; José M Aurrecoechea; Rosana Álvarez
Journal:  J Org Chem       Date:  2021-06-14       Impact factor: 4.354

  5 in total

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