Photooxidation of N-acylhydrazones to 1,3,4-oxadiazoles catalyzed by heterogeneous visible-light-active carbon nitride semiconductor
2018; Elsevier BV; Volume: 228; Linguagem: Inglês
10.1016/j.apcatb.2018.01.072
ISSN1873-3883
AutoresBogdan Kurpil, Katharina Otte, Markus Antonietti, Aleksandr Savateev,
Tópico(s)Sulfur-Based Synthesis Techniques
ResumoThe remarkable bioactivity of 1,3,4-oxadiazoles permanently motivates chemists to develop new milder and broader approaches to synthesize new derivatives, as well as to improve the preparation methodologies of the known compounds. Potassium poly(heptazine imide), a well crystallized representative of carbon nitrides family, shows great performance as a heterogeneous and hence recyclable photocatalyst in the visible light driven oxidative cyclization of N-acylhydrazones to the corresponding oxadiazoles. The proposed method uses elemental sulfur as a cheap and selective electron scavenger. A series of 2,5-disubstituted-1,3,4-oxadiazoles bearing aryl, hetaryl and alkyl substituents were obtained with 42–84% isolated yield.
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