An improved synthesis of 1,2-benzisoxazoles: TBAF mediated 1,3-dipolar cycloaddition of nitrile oxides and benzyne

Spiteri, C., Sharma, P., Zhang, F., Macdonald, S. J., Keeling, S., Moses, J. E. (February 2010) An improved synthesis of 1,2-benzisoxazoles: TBAF mediated 1,3-dipolar cycloaddition of nitrile oxides and benzyne. Chem Commun (Camb), 46 (8). pp. 1272-4. ISSN 1359-7345

URL: https://pubmed.ncbi.nlm.nih.gov/20449274/
DOI: 10.1039/b922489k

Abstract

An efficient synthesis of a range of 1,2-benzisoxazoles using an improved 1,3-dipolar cycloaddition of nitrile oxides and benzyne is described. Key to the procedure is the in situ generation of the reactive nitrile oxide and benzyne reaction partners mediated by TBAF. Reactions are complete within 30 s, giving the target products in good to excellent yield.

Item Type: Paper
Additional Information: Chemical communications (Cambridge, England)
Uncontrolled Keywords: Benzene Derivatives/chemical synthesis/*chemistry Catalysis Cyclization Isoxazoles/*chemical synthesis/chemistry Nitriles/chemical synthesis/*chemistry Oxides/chemical synthesis/chemistry
CSHL Authors:
Depositing User: Matthew Dunn
Date: 28 February 2010
Date Deposited: 19 Apr 2021 20:27
Last Modified: 19 Apr 2021 20:27
Related URLs:
URI: https://repository.cshl.edu/id/eprint/39544

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