28710-59-0Relevant articles and documents
Photooxidation of 3,5-diaryl-1-phenyl-2-pyrazolines: Experimental and computational studies
Soltani, Marzieh,Memarian, Hamid Reza,Sabzyan, Hassan
, (2019/12/23)
Photooxidation of various 2-pyrazolines is studied experimentally and computationally. Experimental results show that the electron-donating/withdrawing substituents increases/decreases the rate of this photoreaction. The proposed light-induced electron-tr
Application of Photoclick Chemistry for the Synthesis of Pyrazoles via 1,3-Dipolar Cycloaddition between Alkynes and Nitrilimines Generated In Situ
Remy, Richard,Bochet, Christian G.
, p. 316 - 328 (2018/01/27)
The photochemical extrusion of gaseous nitrogen from 2,5-disubstituted tetrazoles to generate reactive nitrilimines in situ represents an efficient and attractive way to form dipoles that can be used to provide useful chemicals via 1,3-dipolar cycloadditions. The concept of “photoclick chemistry” already inspired numerous researchers, who exploited photochemical processes involving alkenes for the synthesis of adducts or the functionalization of biocompatible materials. The approach requires bioorthogonality, ease of access to the starting materials and operational simplicity. We report herein our investigations toward a photoclick reaction involving 2,5-disubstituted tetrazoles and alkynes as the dipolarophile for the synthesis of pyrazole derivatives. In addition to the numerous reports recently published on the synthesis of pyrazoles, we wish to add to the list a photochemical procedure that represents a mild and atom-economical alternative. Moreover, considering that such nitrilimines precursors can be accessed in one step from inexpensive and abundant starting materials and given the commercial availability of a broad spectrum of alkynes, we examined the scope of the photoclick reaction with respect to reactive partners, enabling the synthesis of a library of useful heteroaromatics.
Facile one-pot synthesis of 1,3,5-trisubstituted pyrazoles from α,β-enones
Yu, Jin,Kim, Ko Hoon,Moon, Hye Ran,Kim, Jae Nyoung
, p. 1692 - 1696 (2014/07/07)
A practical and efficient one-pot synthesis of 1,3,5-trisubstituted pyrazoles from α,β-enones and arylhydrazine hydrochlorides has been developed. The pyrazoles were formed via a tandem formation of the corresponding pyrazolines and an acid-catalyzed aerobic oxidation process.
