Aza-Morita–Baylis–Hillman Reaction with Vinyl-oxadiazoles: An Expeditious Approach to Access New Heterocyclic Arrangements

Autor:	Fernando Coelho, André Capretz-Agy, Fábio S. Fernandes, Caroline Conti, Manoel T. Rodrigues
Rok vydání:	2019
Předmět:	010405 organic chemistry Chemistry Organic Chemistry DABCO 010402 general chemistry 01 natural sciences 0104 chemical sciences Catalysis Adduct chemistry.chemical_compound Nucleophile Organocatalysis Organic chemistry Baylis–Hillman reaction
Zdroj:	Synlett. 31:622-626
ISSN:	1437-2096 0936-5214
Popis:	In this communication, we disclosed a new aza-MBH reaction in which traditional nucleophilic partners of these reactions (e.g., acrylates, nitroolefins or enones) were replaced by vinyl-1,2,4-oxadiazoles. Thus, the aza-MBH reaction between 5-aryl-3-vinyl-1,2,4-oxadiazoles and N-sulfonylimines, catalyzed by the mixture DABCO/AcOH, provides a class of new adduct in yields varying from 31% up to 93% in reaction times from 30 minutes to 24 hours. Due to the biological activities and technological applications associated with the 1,2,4-oxadiazole motifs, this new class of heterocycles offers great synthetic and commercial potentiality.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::025e7b8b3329bde080323029e11d522a https://doi.org/10.1055/s-0039-1691497 Zobrazit plný text záznamu