Oxadiazoles are heterocyclic compounds that belong azole class which contain two nitrogen atoms and one oxygen, forming a five-membered heterocyclic ring. Four isomers of oxadiazoles are described in the literature. Among these, 1,2,4-oxadiazole, 1,2,5-oxadiazole, and 1,3,4-oxadiazole have several applications biological. Compounds of this type have been used in the treatment of various diseases in both humans and animals.Among the immense class of heterocycle compounds with important biological activities already identified, the 1,2,5-oxadiazoles have stood out for the wide variety of applications in medicinal chemistry, in material, and agricultural chemistry. In this work, the main synthesis methods and advances for obtaining 1,2,5-oxadiazoles and their derivatives reported in the literature over the years are reviewed, as well as the applications of these compounds in several branches of chemistry and their biological activities discovered until the moment.
Potassium Organotrifluoroborates possess no empty orbital as observed in tricoordinated organoboron compounds. Thus they are mechanistically inhibited to participate as electrophiles in side reactions. Moreover organotrifluoroborates have been demonstrated to be useful in relevant synthetic processes such as Suzuki-Miyaura-type cross-coupling reactions and allylations and propargylations of aldehydes. In addition, functionalization reactions of potassium organotrifluoroborates such as alkene ozonolysis, Wittig reactions, dihydroxylations and epoxidations were reported. These studies demonstrated the great stability of the potassium trifluoroborate moiety against different reaction conditions. Nowadays these remarkable properties make this class of organoboron compounds very useful in organic synthesis.Keywords: Potassium organotrifluoroborates; Preparation methods; Synthetic applications. ResumoOs organotrifluoroboratos de potássio não possuem orbital p vazio, como normalmente observado em compostos tricoordenados organoboro. Com isso, são impedidos mecanisticamente de participar como eletrófilos em reações colaterais. Além disso, tem sido demonstrado que os organotrifluoroboratos são úteis em processos sintéticos relevantes, tais como reações de acoplamento cruzado do tipo Suzuki-Miyaura e alilações e propargilações de aldeídos. Adicionalmente, foram publicados trabalhos envolvendo reações de funcionalização de organotrifluoroboratos de potássio, tais como ozonólise de alquenos, reações de Wittig, dihidroxilações e epoxidações. Estes estudos demonstraram a grande estabilidade do grupamento trifluoroborato de potássio frente a diferentes condições reacionais. Atualmente, as propriedades inerentes aos trifluroroboratos, tornam essa classe de compostos de organoboro muito útil em síntese orgânica.Palavras-chave: Organotrifluoroboratos de potássio; Métodos de preparação; Aplicações sintéticas.
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