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

Annalisa Guarcello; Andrea Pace; Antonio Palumbo Piccionello; Silvestre Buscemi

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

Annalisa Guarcello, Andrea Pace, Antonio Palumbo Piccionello, Silvestre Buscemi

Scienze e Tecnologie Biologiche Chimiche e Farmaceutiche

Risultato della ricerca: Article › peer review

13 Citazioni (Scopus)

Abstract

The base-induced rearrangement of 1,2,4-oxadiazoles intoisoxazoline derivatives is reported. This represents the firstexample of a three-atom side-chain rearrangement that involvesa saturated CCO side chain at C-3 of the oxadiazole. Nonaromatic 3-amino-isoxazoline derivatives are obtained ingood yields. Interestingly, this reaction occurs through therearrangement of aromatic oxadiazoles to form less stablebonds than those that are broken.

Lingua originale	English
pagine (da-a)	1986-1992
Numero di pagine	7
Rivista	European Journal of Organic Chemistry
Volume	2013
Stato di pubblicazione	Published - 2013

All Science Journal Classification (ASJC) codes

???subjectarea.asjc.1600.1606???
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title = "Synthesis of Isoxazoline Derivatives through Boulton–Katritzky Rearrangementof 1,2,4-Oxadiazoles",

abstract = "The base-induced rearrangement of 1,2,4-oxadiazoles intoisoxazoline derivatives is reported. This represents the firstexample of a three-atom side-chain rearrangement that involvesa saturated CCO side chain at C-3 of the oxadiazole. Nonaromatic 3-amino-isoxazoline derivatives are obtained ingood yields. Interestingly, this reaction occurs through therearrangement of aromatic oxadiazoles to form less stablebonds than those that are broken.",

author = "Annalisa Guarcello and Andrea Pace and {Palumbo Piccionello}, Antonio and Silvestre Buscemi",

year = "2013",

language = "English",

volume = "2013",

pages = "1986--1992",

journal = "Justus Liebigs Annalen der Chemie",

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T1 - Synthesis of Isoxazoline Derivatives through Boulton–Katritzky Rearrangementof 1,2,4-Oxadiazoles

AU - Guarcello, Annalisa

AU - Pace, Andrea

AU - Palumbo Piccionello, Antonio

AU - Buscemi, Silvestre

PY - 2013

Y1 - 2013

N2 - The base-induced rearrangement of 1,2,4-oxadiazoles intoisoxazoline derivatives is reported. This represents the firstexample of a three-atom side-chain rearrangement that involvesa saturated CCO side chain at C-3 of the oxadiazole. Nonaromatic 3-amino-isoxazoline derivatives are obtained ingood yields. Interestingly, this reaction occurs through therearrangement of aromatic oxadiazoles to form less stablebonds than those that are broken.

AB - The base-induced rearrangement of 1,2,4-oxadiazoles intoisoxazoline derivatives is reported. This represents the firstexample of a three-atom side-chain rearrangement that involvesa saturated CCO side chain at C-3 of the oxadiazole. Nonaromatic 3-amino-isoxazoline derivatives are obtained ingood yields. Interestingly, this reaction occurs through therearrangement of aromatic oxadiazoles to form less stablebonds than those that are broken.

UR - http://hdl.handle.net/10447/72957

M3 - Article

SN - 0075-4617

VL - 2013

SP - 1986

EP - 1992

JO - Justus Liebigs Annalen der Chemie

JF - Justus Liebigs Annalen der Chemie

ER -

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

Abstract

All Science Journal Classification (ASJC) codes

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