Literature DB >> 16562918

On-water chemistry: copper-catalyzed straightforward synthesis of benzo[b]furan derivatives in neat water.

Mónica Carril1, Raul SanMartin, Imanol Tellitu, Esther Domínguez.   

Abstract

[reaction: see text] A more sustainable protocol leading to 2-alkyl- or 2-aryl-substituted benzo[b]furans is reported, involving a copper-TMEDA complex which catalyzes the transformation of readily available ketone derivatives into the corresponding benzofurans in good to excellent yields. The reaction is accomplished using water as the solvent without organic cosolvents, and one example of catalyst reutilization is also presented.

Entities:  

Year:  2006        PMID: 16562918     DOI: 10.1021/ol060274c

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  6 in total

1.  The catalytic enantioselective total synthesis of (+)-liphagal.

Authors:  Joshua J Day; Ryan M McFadden; Scott C Virgil; Helene Kolding; Jennifer L Alleva; Brian M Stoltz
Journal:  Angew Chem Int Ed Engl       Date:  2011-06-10       Impact factor: 15.336

2.  Efficient Cu-catalyzed intramolecular O-arylation for synthesis of benzoxazoles in water.

Authors:  Yanling Tang; Minxin Li; Hui Gao; Gaoxiong Rao; Zewei Mao
Journal:  RSC Adv       Date:  2020-04-07       Impact factor: 4.036

Review 3.  Synthesis of Oxygen Heterocycles via Aromatic C-O Bond Formation Using Arynes.

Authors:  Hideto Miyabe
Journal:  Molecules       Date:  2015-07-09       Impact factor: 4.411

4.  TBAB-Catalyzed 1,6-Conjugate Sulfonylation of para-Quinone Methides: A Highly Efficient Approach to Unsymmetrical gem-Diarylmethyl Sulfones in Water.

Authors:  Zhang-Qin Liu; Peng-Sheng You; Liang-Dong Zhang; Da-Qing Liu; Sheng-Shu Liu; Xiao-Yu Guan
Journal:  Molecules       Date:  2020-01-26       Impact factor: 4.411

5.  Direct Arylation of Benzo[b]furan and Other Benzo-Fused Heterocycles.

Authors:  Toan Dao-Huy; Maximilian Haider; Fabian Glatz; Michael Schnürch; Marko D Mihovilovic
Journal:  European J Org Chem       Date:  2014-11-17

6.  Synthesis of Benzo[b]furans by Intramolecular C-O Bond Formation Using Iron and Copper Catalysis.

Authors:  Martyn C Henry; Andrew Sutherland
Journal:  Org Lett       Date:  2020-03-18       Impact factor: 6.005

  6 in total

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