Literature DB >> 16018659

Facile construction of the benzofuran and chromene ring systems via PdII-catalyzed oxidative cyclization.

So Won Youn1, Jeong Im Eom.   

Abstract

[reaction: see text]. We herein report the development of one-pot procedures for the conversion of allyl aryl ethers to 2-methylbenzofurans (via sequential Claisen rearrangement and oxidative cyclization) and for the conversion of aryl homoallyl ethers to chromenes (via direct oxidative cyclization). It is likely that both reactions proceed via a common Pd-catalyzed pathway involving olefin activation, nucleophilic attack, and beta-hydride elimination.

Entities:  

Year:  2005        PMID: 16018659     DOI: 10.1021/ol051264z

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


  4 in total

1.  Simultaneous synthesis of both rings of chromenes via a benzannulation/o-quinone methide formation/electrocyclization cascade.

Authors:  Nilanjana Majumdar; Keith A Korthals; William D Wulff
Journal:  J Am Chem Soc       Date:  2011-12-16       Impact factor: 15.419

2.  C-H Bond Functionalizations with Palladium(II): Intramolecular Oxidative Annulations of Arenes.

Authors:  Eric M Ferreira; Haiming Zhang; Brian M Stoltz
Journal:  Tetrahedron       Date:  2008-06-23       Impact factor: 2.457

3.  Combined directed ortho-zincation and palladium-catalyzed strategies: Synthesis of 4,n-dimethoxy-substituted benzo[b]furans.

Authors:  Verónica Guilarte; M Pilar Castroviejo; Estela Alvarez; Roberto Sanz
Journal:  Beilstein J Org Chem       Date:  2011-09-12       Impact factor: 2.883

4.  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 in total

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