Boncel, Slawomir’s team published research in Beilstein Journal of Organic Chemistry in 2011 | CAS: 18874-52-7

Beilstein Journal of Organic Chemistry published new progress about Michael reaction. 18874-52-7 belongs to class imidazoles-derivatives, name is 5-Bromo-2-methyl-4-nitroimidazole, and the molecular formula is C4H4BrN3O2, Application of 5-Bromo-2-methyl-4-nitroimidazole.

Boncel, Slawomir published the artcileMichael-type addition of azoles of broad-scale acidity to methyl acrylate, Application of 5-Bromo-2-methyl-4-nitroimidazole, the main research area is Michael addition azole methyl acrylate; 1,2,4-triazole derivatives; Michael-type addition; imidazole derivatives; methyl acrylate; pyrazole derivatives.

An optimization of Michael-type addition of azole derivatives of broad-scale acidity – ranging from 5.20 to 15.00 pKa units – namely 4-nitropyrazole, 3,5-dimethyl-4-nitropyrazole, 4(5)-nitroimidazole, 4,5-diphenylimidazole, 4,5-dicyanoimidazole, 2-methyl-4(5)-nitroimidazole, 5(4)-bromo-2-methyl-4(5)-nitroimidazole and 3-nitro-1,2,4-triazole to Me acrylate as an acceptor was carried out. The optimization process involved the use of an appropriate basic catalyst (DBU, DIPEA, NaOH, NaH, TEDA), a donor/base/acceptor ratio and the reaction temperature The reactions were performed in DMF as solvent. Target Michael adducts I (R1 = R2 = R4 = H, Me, R3 = NO2, X = N, Y = Z = C; R1 = H, R2 = none, R 3 = R 4 = Ph, X = Z = C, Y = N; R1 = none, R2 = NO2, R3 = none, R4 = Z, Y = C) were obtained in medium to excellent yields. Importantly, for imidazole and 1,2,4-triazole derivatives, no corresponding regioisomers were obtained.

Beilstein Journal of Organic Chemistry published new progress about Michael reaction. 18874-52-7 belongs to class imidazoles-derivatives, name is 5-Bromo-2-methyl-4-nitroimidazole, and the molecular formula is C4H4BrN3O2, Application of 5-Bromo-2-methyl-4-nitroimidazole.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem