Literature DB >> 20373742

An oxidation of benzyl methyl ethers with nbs that selectively affords either aromatic aldehydes or aromatic methyl esters.

Abdelrahman S Mayhoub1, Arindam Talukdar, Mark Cushman.   

Abstract

Either mono- or dibromination of benzyl methyl ethers can be achieved by controlling the amount of NBS and the temperature. Elimination of methyl bromide from the monobrominated intermediates produces aromatic aldehydes, whereas hydrolysis of the dibrominated intermediates affords aromatic methyl esters in good yields.

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Year:  2010        PMID： 20373742      PMCID： PMC2871065          DOI： 10.1021/jo1004313

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


  8 in total

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Journal:  J Org Chem       Date:  2009-12-18       Impact factor: 4.354

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Journal:  J Med Chem       Date:  2009-04-23       Impact factor: 7.446

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Authors:  Claudio Martínez; Rosana Alvarez; José M Aurrecoechea
Journal:  Org Lett       Date:  2009-03-05       Impact factor: 6.005
  8 in total
  1 in total

1.  Oxidation of Secondary Methyl Ethers to Ketones.

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Journal:  J Org Chem       Date:  2017-06-12       Impact factor: 4.354
  1 in total

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