109854-67-3Relevant academic research and scientific papers
Lewis Acid Directed Regioselective Metalations of Pyridazine
Balkenhohl, Moritz,Jangra, Harish,Lenz, Tobias,Ebeling, Marian,Zipse, Hendrik,Karaghiosoff, Konstantin,Knochel, Paul
, p. 9244 - 9247 (2019)
Mono- or bidentate boron Lewis acids trigger a regioselective magnesiation or zincation of pyridazine in position C3 (ortho product) or C4 (meta product). The regioselectivity of the metalation was rationalized with the help of calculated pKa values of both pyridazine and pyridazine/Lewis acid complexes.
BF3·SMe2 for Thiomethylation, Nitro Reduction and Tandem Reduction/SMe Insertion of Nitrogen Heterocycles
S?derstr?m, Marcus,Zamaratski, Edouard,Odell, Luke R.
, p. 5402 - 5408 (2019/06/27)
Herein, a general, solvent-free and straightforward thiomethylation of electron deficient heterocycles using BF3·SMe2 as a dual thiomethyl source and Lewis acidic activator is presented. A range of heterocycles including pyrimidine, pyrazine, pyridazine, thiazole and purine derivatives were successfully substituted using this method. An unexpected reductive property of BF3·SMe2 towards nitropyridines was also discovered including an intriguing tandem reduction/SMe insertion process in certain substrates. Notable features of the present work include its convenience and use of a non-malodorous reagent while the discovery of novel chemical transformations using BF3·SMe2 provides fundamental new insights into the reactivity of this commonly employed reagent.
Tautomerism in 6-Arylpyridazin-3(2H)-thiones and Some of Their Reactions
Shams, Nabil A.,El-Kafrawy, A. F.,El-Sawy, O. M.,Ismail, M. Ferkry
, p. 522 - 528 (2007/10/02)
6-Arylpyridazin-3(2H)-thiones exist mainly, if not entirely, in the thione form (1).This was shown by spectroscopic studies on some of these compounds and their substitution products either on the nitrogen or on the sulphur in the mercaptopyridazine form
