55134-99-1Relevant academic research and scientific papers
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.
Copper nanoparticles incorporated on a mesoporous carbon nitride, an excellent catalyst in the Huisgen 1,3-dipolar cycloaddition and N-arylation of N-heterocycles
Kazemi Movahed, Siyavash,Salari, Parinaz,Kasmaei, Melika,Armaghan, Mahsa,Dabiri, Minoo,Amini, Mostafa M.
, (2017/10/06)
Cu nanoparticles with average particles size around 10?nm were incorporated on the surface of a mesoporous carbon nitride support. The XRD and N2 adsorption isotherms show that it maintains a hexagonal mesoporous structure with a high surface a
Regiospecific Synthesis of N 2-Aryl 1,2,3-Triazoles from 2,5-Disubstituted Tetrazoles via Photochemically Generated Nitrile Imine Intermediates
Stewart, Sam,Harris, Robert,Jamieson, Craig
supporting information, p. 2480 - 2484 (2015/07/27)
The synthesis of N2-aryl 1,2,3-triazoles from 2,5-disubstituted tetrazoles was achieved under photochemical conditions. This simple and mild one-step reaction provides regiospecific access to 2,4,5-substituted 1,2,3-triazoles via a nitrile imine intermediate. Syntheses of alkyl and heterocylic derivatives were also investigated.
HYDRAZONES OF PHTHALAZONES. SOME FORMAZANS AND HYDRAZIDINES
Buzykin, B. I.,Bystrykh, N. N.
, p. 953 - 961 (2007/10/02)
In formazans, isolated during the azo coupling of arenediazonium salts with benzylidenehydrazones of 4-chloro-1-phthalazinone, the hydrogen atom is localized at the nitrogen atom of the ring and not in the formazan fragment.These formazans and their analo
STRUCTURE AND TRANSFORMATIONS OF 1(5)-ARYL-5(1)-ACYLFORMAZANS
Buzykin, B. I.,Sysoeva, L. P.,Titova, Z. S.,Stolyarov, A. P.,Kitaev, Yu. P.
, p. 2104 - 2110 (2007/10/02)
Investigation of the IR, UV, and PMR spectra of 1-aryl-5-acylformazans showed that they have an acylhydrazone structure with a strong NH..N intramolecular hydrogen bond.Two conformers due to restricted rotation of the acyl group about the amide bond can exist in their solutions.In alcohol solutions these formazans undergo nitrile-amide cleavage.
