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(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

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

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Author(s):
Capretz-Agy, Andre [1] ; Fernandes, Fabio S. [1] ; Rodrigues Jr, Manoel T. ; Conti, Caroline [2] ; Coelho, Fernando [2]
Total Authors: 5
Affiliation:
[1] Univ Estadual Campinas, Chem Inst, Organ Chem Dept, Lab Synth Nat Prod & Drugs, POB 6154, BR-13083970 Campinas, SP - Brazil
[2] Rodrigues Jr, Jr., Manoel T., Univ Estadual Campinas, Chem Inst, Organ Chem Dept, Lab Synth Nat Prod & Drugs, POB 6154, BR-13083970 Campinas, SP - Brazil
Total Affiliations: 2
Document type: Journal article
Source: Synlett; v. 31, n. 6, p. 622-626, APR 1 2020.
Web of Science Citations: 0
Abstract

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. (AU)

FAPESP's process: 18/02611-0 - Post-Functionalization of Small Ply-functionalized Molecules: A Robust Approach to the Synthesis of New Structural Patterns with POtential Biological Activity
Grantee:Fernando Antonio Santos Coelho
Support Opportunities: Regular Research Grants
FAPESP's process: 13/07600-3 - CIBFar - Center for Innovation in Biodiversity and Drug Discovery
Grantee:Glaucius Oliva
Support Opportunities: Research Grants - Research, Innovation and Dissemination Centers - RIDC
FAPESP's process: 16/23005-6 - Synthesis of new heterocycles exhibiting potential biological activities by exploring the Morita-Baylis-Hillman adducts as building blocks
Grantee:Fábio de Souza Fernandes
Support Opportunities: Scholarships in Brazil - Post-Doctoral