Literature DB >> 21125122

Copper catalysis in the construction of indole and benzo[b]furan rings.

Sandro Cacchi1, Giancarlo Fabrizi, Antonella Goggiamani.   

Abstract

This perspective reports on some of the main copper-catalyzed routes to the construction of the pyrrole and furan rings incorporated into the indole and benzo[b]furan systems, respectively. The first part illustrates the synthesis of indoles through cyclizations of 2-alkynylanilid(n)es, preformed or generated in situ, and cyclizations via intramolecular N-arylation, N-vinylation, and C-C bond forming reactions. The second part illustrates the synthesis of benzo[b]furans through cyclizations of preformed 2-alkynylphenols, domino synthesis of 2-alkynylphenols/cyclization processes, and cyclizations via intramolecular O-arylation reactions.

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Year:  2010        PMID: 21125122     DOI: 10.1039/c0ob00501k

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


  10 in total

1.  Transition-metal-free synthesis of aryl 1-thioglycosides with arynes at room temperature.

Authors:  Yao Liu; Xiao-Bing Yu; Xiang-Mei Zhang; Qian Zhong; Li-Hua Liao; Nan Yan
Journal:  RSC Adv       Date:  2021-08-04       Impact factor: 4.036

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.  Efficient Microwave-assisted One-pot Three-component Synthesis of 2,3-Disubstituted Benzofurans under Sonogashira Conditions.

Authors:  Nataliya A Markina; Yu Chen; Richard C Larock
Journal:  Tetrahedron       Date:  2013-04       Impact factor: 2.457

4.  TBAI-assisted direct C-H activation of indoles with β-E-styrene sulfonyl hydrazides: a stereoselective access to 3-styryl thioindoles.

Authors:  Saira Hafeez; Aamer Saeed
Journal:  RSC Adv       Date:  2021-04-27       Impact factor: 4.036

5.  Copper-promoted hydration and annulation of 2-fluorophenylacetylene derivatives: from alkynes to benzo[b]furans and benzo[b]thiophenes.

Authors:  Yibiao Li; Liang Cheng; Xiaohang Liu; Bin Li; Ning Sun
Journal:  Beilstein J Org Chem       Date:  2014-12-04       Impact factor: 2.883

Review 6.  Last Decade of Unconventional Methodologies for the Synthesis of Substituted Benzofurans.

Authors:  Lucia Chiummiento; Rosarita D'Orsi; Maria Funicello; Paolo Lupattelli
Journal:  Molecules       Date:  2020-05-16       Impact factor: 4.411

7.  Palladium-catalyzed Tsuji-Trost-type reaction of benzofuran-2-ylmethyl acetates with nucleophiles.

Authors:  Antonio Arcadi; Giancarlo Fabrizi; Andrea Fochetti; Francesca Ghirga; Antonella Goggiamani; Antonia Iazzetti; Federico Marrone; Giulia Mazzoccanti; Andrea Serraiocco
Journal:  RSC Adv       Date:  2021-01-04       Impact factor: 3.361

8.  Facile synthesis of 2-substituted benzo[b]furans and indoles by copper-catalyzed intramolecular cyclization of 2-alkynyl phenols and tosylanilines.

Authors:  Zhouting Rong; Kexin Gao; Lei Zhou; Jianyuan Lin; Guoying Qian
Journal:  RSC Adv       Date:  2019-06-07       Impact factor: 4.036

9.  Practical synthesis of indoles and benzofurans in water using a heterogeneous bimetallic catalyst.

Authors:  Cybille Rossy; Eric Fouquet; François-Xavier Felpin
Journal:  Beilstein J Org Chem       Date:  2013-07-16       Impact factor: 2.883

10.  Cobalt-catalysed reductive C-H alkylation of indoles using carboxylic acids and molecular hydrogen.

Authors:  Jose R Cabrero-Antonino; Rosa Adam; Kathrin Junge; Matthias Beller
Journal:  Chem Sci       Date:  2017-07-26       Impact factor: 9.825

  10 in total

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