Synthesis of Isoxazoline Derivatives through Boulton-Katritzky Rearrangement of 1,2,4-Oxadiazoles

Autor:	Antonio Palumbo Piccionello, Silvestre Buscemi, Andrea Pace, Annalisa Guarcello
Rok vydání:	2013
Předmět:	chemistry.chemical_compound Chemistry Stereochemistry Organic Chemistry Side chain Oxadiazole Aromaticity Physical and Theoretical Chemistry Sigmatropic reaction Carroll rearrangement Cope rearrangement
Zdroj:	European Journal of Organic Chemistry. 2013:1986-1992
ISSN:	1434-193X
DOI:	10.1002/ejoc.201201308
Popis:	The base-induced rearrangement of 1,2,4-oxadiazoles into isoxazoline derivatives is reported. This represents the first example of a three-atom side-chain rearrangement that involves a saturated CCO side chain at C-3 of the oxadiazole. Nonaromatic 3-amino-isoxazoline derivatives are obtained in good yields. Interestingly, this reaction occurs through the rearrangement of aromatic oxadiazoles to form less stable bonds than those that are broken.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::0476e32a5545183d418dac5229c527cf https://doi.org/10.1002/ejoc.201201308 Zobrazit plný text záznamu Plný text ve formátu PDF Plný text ve formátu HTML
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