Literature DB >> 17579459

CuI-catalyzed domino process to 2,3-disubstituted benzofurans from 1-bromo-2-iodobenzenes and beta-keto esters.

Biao Lu1, Bao Wang, Yihua Zhang, Dawei Ma.   

Abstract

CuI-catalyzed coupling of 1-bromo-2-iodobenzenes with beta-keto esters in THF at 100 degrees C leads to 2,3-disubstituted benzofurans. This domino transformation involves an intermolecular C-C bond formation and a subsequent intramolecular C-O bond formation process. Benzofurans with different substituents at the 5- and 6-position are accessible by employing the corresponding 1-bromo-2-iodobenzenes.

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Year:  2007        PMID: 17579459     DOI: 10.1021/jo070729r

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


  5 in total

1.  Metal-free arylation of ethyl acetoacetate with hypervalent diaryliodonium salts: an immediate access to diverse 3-aryl-4(1H)-quinolones.

Authors:  Andrii Monastyrskyi; Niranjan K Namelikonda; Roman Manetsch
Journal:  J Org Chem       Date:  2015-02-24       Impact factor: 4.354

Review 2.  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

3.  Palladium-Catalyzed Synthesis of 2,3-Disubstituted Benzofurans: An Approach Towards the Synthesis of Deuterium Labeled Compounds.

Authors:  Soumitra Agasti; Soham Maity; Kalman J Szabo; Debabrata Maiti
Journal:  Adv Synth Catal       Date:  2015-07-14       Impact factor: 5.837

4.  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

5.  Copper-Promoted One-Pot Approach: Synthesis of Benzimidazoles.

Authors:  S N Murthy Boddapati; Ramana Tamminana; Ravi Kumar Gollapudi; Sharmila Nurbasha; Mohamed E Assal; Osamah Alduhaish; Mohammed Rafiq H Siddiqui; Hari Babu Bollikolla; Syed Farooq Adil
Journal:  Molecules       Date:  2020-04-14       Impact factor: 4.411

  5 in total

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