Development of practical methodologies for the synthesis of functionalized benzoboroxoles

J. Sravan Kumar, Christopher M. Bashian, Michael A. Corsello, Subash C. Jonnalagadda, Venkatram R. Mereddy

Research output: Contribution to journalArticlepeer-review

13 Scopus citations

Abstract

2-Formylphenylboronic acids upon reaction with activated olefins such as acrylates, methyl vinyl ketone, and acrylonitrile provide functionalized benzoboroxoles. The corresponding homologated benzoboroxoles were synthesized via the reaction of 2-formylphenylboronic acids with α- bromomethylacrylates.

Original languageEnglish (US)
Pages (from-to)4482-4485
Number of pages4
JournalTetrahedron Letters
Volume51
Issue number34
DOIs
StatePublished - Aug 25 2010

Bibliographical note

Funding Information:
We thank the Departments of Chemistry and Biochemistry, University of Minnesota Duluth and Rowan University for the facilities and funding. Partial support for this work was also provided by research grants from the National Institutes of Health ( CA129993 ) (V.R.M.), Whiteside Institute for Clinical Research (V.R.M.), and Rowan University Non-Salary Financial Support Grants (NSFSG) (S.C.J.). We thank Dr. Victor G. Young, Jr. (University of Minnesota X-ray Crystallographic Laboratory) for providing the crystal structure.

Copyright:
Copyright 2011 Elsevier B.V., All rights reserved.

Keywords

  • Barbier allylation
  • Baylis-Hillman reaction
  • Benzoboroxoles

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