56568-44-6Relevant academic research and scientific papers
Visible Light-Mediated C(sp2)–H Selenylation of Amino Pyrazole and Amino Uracils in the Presence of Rose Bengal as an Organophotocatalyst
Ali, Danish,Choudhury, Lokman H.,Parvin, Tasneem
, p. 1230 - 1239 (2022/01/27)
Herein, we report an efficient methodology for the synthesis of alkyl, benzyl, and phenyl selenoethers of aminopyrazoles and aminouracils by C(sp2)–H functionalization in the presence of visible light and Rose Bengal as an organophotocatalyst. The reaction of amino pyrazole/iosothiazole/isoxazole or amino uracils with 0.5 equivalent of diphenyl/dibenzyl/diethyl diselenides in the presence of visible light in acetonitrile medium and a catalytic amount of Rose Bengal provided the corresponding phenyl, benzyl, or ethyl selenoethers in good to very good yields. We have also utilized some of the selenylated aminopyrazoles for the preparation of pyrazole-fused dihydropyrimidines tethered with arylselenoethers by a catalyst-free one-pot three-component reaction. The notable features of this methodology are metal-free reaction conditions, good to very good yields, use of an organic photocatalyst, and wide substrate scope; it is also applicable to gram-scale synthesis and provides selenoethers of medicinally important heterocycles such amio-pyrazole, isoxazole, isothiazole, and uracils.
Transition metal mediated selective C vs N arylation of 2-aminonaphthoquinone and its application toward the synthesis of benzocarbazoledione
Ashok, Polu,Ilangovan, Andivelu
supporting information, p. 438 - 441 (2018/01/03)
Selective C vs N-arylation of 2-aminonaphthoquinone was achieved using different transition metal salts and arylboronic acids. Mn(OAc)3·2H2O provided C-arylated product whereas NiCl2·6H2O and Cu(OAc)2
PHOTOLYSIS OF 2-AMINO- AND 2-METHYLAMINO-1,4-NAPHTHOQUINONE
Martins, F. J. C.,Viljoen, A. M.,Strydom, S. J.,Fourie, L.,Wessels, P. L.
, p. 591 - 598 (2007/10/02)
Pyrex-filtered sunlight irradiation of solutions of 2-amino-1,4-naphthoquinone unexpedtedly failed to produce cyclobutane dimers.Irradiation in acetic anhydride led to the formation of the trimeric 6--dibenzocarbazole-5,13:7,12-diquinone as well as 3,3'-diamino-2,2'-bi-carbazole-5,13:7,12-diquinone.Similar treatment of 2-methylamino-1,4-naphthoquinone afforded 6--dibenzocarbazole-5,13:7,12-diquinone and 6-methyl-dibenzocarbazole-5,13:7,12-diquinone
