Literature DB >> 18507387

Iron-catalyzed intramolecular o-arylation: synthesis of 2-aryl benzoxazoles.

Julien Bonnamour1, Carsten Bolm.   

Abstract

A practical iron-catalyzed intramolecular O-arylation reaction and its application in the synthesis of benzoxazole derivatives, starting from the readily available 2-haloanilines, is presented. The key cyclization step involves the use of a combination of the cheap and environmentally friendly FeCl(3) and 2,2,6,6-tetramethyl-3,5 heptanedione (TMHD) as the catalyst system.

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Year:  2008        PMID: 18507387     DOI: 10.1021/ol800744y

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


  4 in total

1.  Expanded substrate scope and improved reactivity of ether-forming cross-coupling reactions of organotrifluoroborates and acetals.

Authors:  Cam-Van T Vo; T Andrew Mitchell; Jeffrey W Bode
Journal:  J Am Chem Soc       Date:  2011-08-17       Impact factor: 15.419

2.  Synthesis of benzoxazoles via an iron-catalyzed domino C-N/C-O cross-coupling reaction.

Authors:  Bo Yang; Weiye Hu; Songlin Zhang
Journal:  RSC Adv       Date:  2018-01-09       Impact factor: 4.036

3.  On the role of metal contaminants in catalyses with FeCl3.

Authors:  Stephen L Buchwald; Carsten Bolm
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

4.  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

  4 in total

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