13340-82-4Relevant academic research and scientific papers
In(OTf)3-mediated synthesis of substituted pyridazines
Chang, Meng-Yang,Lu, Yi-Ju,Cheng, Yu-Chieh
, p. 6840 - 6845 (2015/08/24)
In(OTf)3 (4c)-mediated one-pot (4+2) cyclocondensation of γ-alkynones 3 with N2H4(aq) in dioxane affords substituted pyridazines 5 in good yields via a sequential desulfonative or dehydrogenative aromatization. The facile
From N-sulfonyl,C-homoallyl-hydrazones to pyrazole and pyridazine (N 2)-heterocycles: The ultimate aromatization process
Mboyi, Cleve Dionel,Duhayon, Carine,Canac, Yves,Chauvin, Remi
, p. 4957 - 4968 (2014/07/07)
Isomeric six- and five-membered (N2)-aromatics, 6-methylpyridazines and 5-vinylpyrazoles, which energetic topological aromaticity is comparable to that of benzene, are shown to be efficiently produced by sequential isomerization-elimination processes from the corresponding 6-methylidene-1,4,5,6-tetrahydropyridazines and 5-vinylpyrazolines, respectively. The latter precursors are available from the same N-sulfonyl,C-homoallyl-hydrazone substrates by a suitable choice of previously reported conditions for Pd-catalyzed CH-oxidative C,N-ring closing processes. The generality of these cyclization, isomerization, and aromatization reactions, for which detailed mechanisms are proposed, provides a systematic access to wide ranges of 3,4,6-trisubstituted 6-methyl-1,4-dihydropyridazines and 6-methylpyridazines, and their 3,4,5-trisubstituted 5-vinylpyrazole isomers.
