2-Phenyl-2,1,3-Triazole and Derivatives

Riebsomer, J. L.

doi:10.1021/jo01164a005

Cited by 20 publications

(11 citation statements)

References 1 publication

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Entretanto, esta abordagem possui problemas de regioespecificidade, uma vez que as reações de alquilação produzem misturas de regioisômeros. Na maioria dos casos, o produto principal é o isômero 1H-alquilado 73 . Esta especificidade na alquilação pode ser influenciada pela natureza do substituinte, por condições reacionais e pela própria estrutura do triazol de partida.…”

Section: Modificações No Sistema Triazólico Por Reação Nos áTomos De unclassified

Heterociclos 1,2,3-triazólicos: histórico, métodos de preparação, aplicações e atividades farmacológicas

Melo¹,

Donnici²,

Augusti³

et al. 2006

Quím. Nova

View full text Add to dashboard Cite

Recebido em 7/4/05; aceito em 21/7/05; publicado na web em 16/2/06 1,2,3-TRIAZOLIC HETEROCYCLES: HISTORY, PREPARATIONS, APPLICATIONS AND PHARMACOLOGICAL ACTIVITIES. The 1,2,3-triazole, known since the end of 19 th century, is a very widely used heterocyclic system present in many synthetic substances and commercial pharmaceutical compounds. In fact, 1,2,3-triazoles show several applications in many areas especially as medicines against many diseases like cancer, AIDS, Parkinson and Alzheimer. Nowadays there is a large variety of known methods to obtain these heterocyclic compounds comprising mainly three synthetic routes. Nevertheless, there is no article that gives an objective overview of the synthetic methods for obtaining these kinds of azoheterocycles. This paper presents a brief history of this class of compounds, and a synthetic discussion concerning the main synthetic methods for its preparation, such as cyclization through hydrazones, concerted cycloadditon [2+3] and pseudopericyclic cyclization -and some others of restricted application, but also important. Finally, this paper also provides a brief overview on pharmacological applications of some 1,2,3-triazoles.

show abstract

Section: Modificações No Sistema Triazólico Por Reação Nos áTomos De unclassified

Heterociclos 1,2,3-triazólicos: histórico, métodos de preparação, aplicações e atividades farmacológicas

Melo¹,

Donnici²,

Augusti³

et al. 2006

Quím. Nova

View full text Add to dashboard Cite

show abstract

“…Previously, the synthesis of 2-phenyl-1,2,3-triazole was reported [2,3] by the cyclization of glyoxal phenylosazone in the presence of Cu 2 SO 4 at 75-80 o C (yield was 50-59%). Later the possibility of synthesizing 2-phenyl-1,2,3-triazole was shown by heating glyoxal phenylosazone to 180-210 o C with a catalytic amount of CuCl (yield was 66.6%) [4], and also using a combined catalyst CuCl/CaCl 2 (yield was 75%) [5].…”

mentioning

confidence: 99%

Optimization of the synthesis of 2-phenyl-1,2,3-triazole

Myachina

Ермакова

Кузнецова

et al. 2010

Chem Heterocycl Comp

View full text Add to dashboard Cite

show abstract

“…Azole I was synthesized for the first time by the glyoxal phenylosazone cyclization in the presence of copper sulfate CuSO 4 ·5H 2 O at 75-80°C followed by steam distillation of the reaction product [1,2]. Therewith the steam distillation was stressed as the necessary condition of the preparation of pure azole I whose yield was 50-59%.…”

mentioning

confidence: 99%

“…1 H, 13 C, and 15 N NMR spectra were registered on spectrometers Bruker DPX-400 and AV-400 (400.13, 101.61, and 40.56 MHz respectively) in DMSO-d 6 at 25°C. Chemical shifts in 1 H and 13 C NMR spectra were measured with respect to TMS, Chemical shifts of 15 N were measured relative to nitromethane with an accurqcy of 0.1 ppm using 2D NMR experiment 1 H-15 N HMBC.…”

mentioning

confidence: 99%