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New transformations involving isoxazol-5-ones and aryldiazoacetates

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Author(s):
Alessandra Aparecida de Godoy Fernandes
Total Authors: 1
Document type: Doctoral Thesis
Press: Campinas, SP.
Institution: Universidade Estadual de Campinas (UNICAMP). Instituto de Química
Defense date:
Examining board members:
Igor Dias Jurberg; Alessandro Rodrigues; Giuliano Cesar Clososki; Paulo Cesar Muniz de Lacerda Miranda; Fernando Antonio Santos Coelho
Advisor: Igor Dias Jurberg
Abstract

Chapters 1 and 2 of the thesis refer to new transformations involving isoxazol-5-ones. The first contemplates the formation of 2,3-disubstituted pyridines through a single-step decarboxylative cyclization process from isoxazol-5-ones and acrolein using RuCl3/PPh3 as a catalytic system. The second chapter describes the production of 3,5-disubstituted isoxazoles from isoxazol-5-ones. The first step involves the preparation of 5-(pseudo)halogenated isoxazoles, which are then subjected to palladium-catalyzed nucleophilic substitution and cross-coupling reactions. Chapters 3 and 4 involve transformations employing aryldiazoacetates. In chapter 3 was possible to develop a protocol for N-H insertion of nitrogenous heterocycles in aryldiazoacetates using blue light. In chapter 4, Fe(NO3)3.9H2O was used for the nitration of aryldiazoacetates. Most products were obtained in yields above 90% (AU)

FAPESP's process: 17/22164-6 - New transformations involving isoxazol-5-ones
Grantee:Alessandra Aparecida de Godoy Fernandes
Support Opportunities: Scholarships in Brazil - Doctorate