Literature DB >> 18331061

Facile assembly of fused benzo[4,5]furo heterocycles.

Jing Liu1, Anne E Fitzgerald, Neelakandha S Mani.   

Abstract

A concise synthesis of fused benzo[4,5]furo heterocycles 18 has been developed. Chemo/regioselective Suzuki coupling between 1,2-dihaloarene 17 and alpha-hydroxyphenylboronic acid or ester 20 gives biaryl phenol 19, which then undergoes copper(I) thiophene-2-carboxylate (CuTC)-mediated intramolecular cyclization to afford 18 in good overall yield. This method has broad substrate scope and allows facile assembly of a wide variety of benzo[4,5]furo heterocycles.

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Year:  2008        PMID： 18331061     DOI： 10.1021/jo8000595

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


  5 in total

1.  One-pot Double Suzuki Couplings of Dichloropyrimidines.

Authors:  Samantha C Anderson; Scott T Handy
Journal:  Synthesis (Stuttg)       Date:  2010-08-01       Impact factor: 3.157

2.  Palladium-catalyzed direct arylation of pyridine N-oxide with 2-bromoacetanilides. Synthesis of benzisoxazolo[2,3-a]pyridinium tetrafluoroborates.

Authors:  Jeffery T Myers; James M Hanna
Journal:  Tetrahedron Lett       Date:  2012-02-08       Impact factor: 2.415

3.  Site-selective Suzuki-Miyaura coupling of heteroaryl halides - understanding the trends for pharmaceutically important classes.

Authors:  Joshua Almond-Thynne; David C Blakemore; David C Pryde; Alan C Spivey
Journal:  Chem Sci       Date:  2016-08-09       Impact factor: 9.825

4.  Dibenzofuran Derivatives Inspired from Cercosporamide as Dual Inhibitors of Pim and CLK1 Kinases.

Authors:  Viet Hung Dao; Isabelle Ourliac-Garnier; Cédric Logé; Florence O McCarthy; Stéphane Bach; Teresinha Gonçalves da Silva; Caroline Denevault-Sabourin; Jérôme Thiéfaine; Blandine Baratte; Thomas Robert; Fabrice Gouilleux; Marie Brachet-Botineau; Marc-Antoine Bazin; Pascal Marchand
Journal:  Molecules       Date:  2021-10-30       Impact factor: 4.411

5.  Electrophilic alkylation of arenes with 5-bromopyrimidine en route to 4-aryl-5-alkynylpyrimidines.

Authors:  Stanislav S Shcherbakov; Artyom Yu Magometov; Viktoriia Yu Shcherbakova; Alexander V Aksenov; Dmitriy A Domenyuk; Vladimir A Zelensky; Michael Rubin
Journal:  RSC Adv       Date:  2020-03-10       Impact factor: 3.361
  5 in total

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