10111-08-7Relevant articles and documents
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Bastiaansen,Godefroi
, p. 1603 (1978)
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Bu3SnH mediated oxidative radical cyclisation onto imidazoles and pyrroles
Aldabbagh, Fawaz,Russell Bowman,Mann, Emma,Slawin, Alexandra M.Z.
, p. 8111 - 8128 (1999)
A new protocol using radical cyclisation has been developed for the synthesis of [1,2-c]-fused imidazoles and [1,2-a]-fused pyrroles. The intermediate nucleophilic N-alkyl radicals, generated using Bu3SnH from N- (ω-bromoalkyl) or N-[ω-(phenylselanyl)alkyl] imidazoles and pyrroles, undergo regio-selective radical cyclisalion onto the azole rings followed by oxidative re-aromatisation.
Improved synthesis of imidazole-2-carboxaldehyde, imidazole-2-carboxylic acid, and ethyl imidazole-2-carboxylate
Galeazzi,Guzman,Nava,Liu,Maddox,Muchowski
, p. 1090 - 1092 (1995)
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Asymmetric Copper(II)-catalysed nitroaldol (Henry) reactions utilizing a chiral C1-symmetric dinitrogen ligand
Zhou, Yirong,Gong, Yuefa
experimental part, p. 6092 - 6099 (2011/11/29)
A series of stable chiral C1-symmetric dinitrogen ligands were conveniently synthesized in high yields by condensation of chiral amines [(-)-exo-bornylamine or (+)-(1S,2S,5R)-menthylamine] with various substituted imidazolecarbaldehydes. With the assistance of base, the ligand L1 in combination with CuCl2·2H2O (2.5 mol-% or 5.0 mol-%) can efficiently promote nitroaldol (Henry) reactions between a variety of aldehydes and nitromethane. Both aromatic and aliphatic aldehydes were tolerated in our catalytic system, affording the expected nitroalcohol products in high yields (up to 97%) and with good enantioselectivities (up to 96%) under mild reaction conditions. A series of chiral C1-symmetric dinitrogen ligands were conveniently synthesized in high yields by condensations of chiralamines with various substituted imidazolecarbaldehydes. The ligand L1 in conjunction with CuCl2·2H2O can efficiently promote nitroaldol (Henry) reactions between various aldehydes and nitromethane in high yields (up to 97%) and with good enantioselectivities (up to 96%).