Synthesis of new ferrocenyl-substituted aziridines via the Gabriel-Cromwell reaction

WOS: 000228451200009The Gabriel -Cromwell method is applied successfully in the synthesis of ferrocenyl-substituted aziridines. Acryloyl- and crotonoy1ferrocenes are brominated first and then reacted with benzylamine, diisopropylamine, and furfurylamine in the presence of triethylamine. The aziridines are obtained in more than 90% isolated yields

Crystal structure of 1-ferrocenyl-(3-methyl-1-phenyl-aziridin-2-yl)-methanone, (C5H5)Fe(C16H16NO)

C21H21FeNO, monoclinic, P12(1)/alpha 1 (no. 14), a = 7.329(7) angstrom, b = 17.343(3) angstrom, c = 13.618(5) angstrom beta = 95.02 degrees, V = 1724.3 angstrom(3), Z = 4, R-gt(F) = 0.044, wR(ref)(F-2) = 0. 111, T = 293 K

Crystal structure of 1-ferrocenyl-(3-methyl-1-phenyl-aziridin-2-yl)-methanone, (C5H5)Fe(C16H16NO)

WOS: 000234198700025C21H21FeNO, monoclinic, P12(1)/alpha 1 (no. 14), a = 7.329(7) angstrom, b = 17.343(3) angstrom, c = 13.618(5) angstrom beta = 95.02 degrees, V = 1724.3 angstrom(3), Z = 4, R-gt(F) = 0.044, wR(ref)(F-2) = 0. 111, T = 293 K

Crystal structure of 1-ferrocenyl-(3-methyl-1-phenylaziridin-2-yl)-methanone, (C5H5)Fe(C16H16NO)

C21H21FeNO, monoclinic, P121/a1 (no. 14), a = 7.329(7) Å, b = 17.343(3) Å, c = 13.618(5) Å, ? = 95.02°, V = 1724.3 Å3, Z = 4, Rgt(F) = 0.044, wRref(F2) = 0.111, T= 293 K. © 2005, Oldenbourg Wissenschaftsverlag GmbH, Rosenheimer Str. 145, 81671 München. All rights reserved

Efficient synthesis of ferrocenylenones by Friedel-Crafts acylation with EtAlCl2-Me3Al

WOS: 000226392200024Efficient synthesis of ferrocenyl en ones using a Friedel-Crafts acylation reaction is described. Acryloyl, methacryloyl, crotonoyl, cinnamoyl, and beta-methylcrotonoyl chlorides react with ferrocene in the presence of a Lewis acid (EtAlC2 or EtAlCl2-Me3Al) to give the corresponding ferrocenyl en ones (acryloyl, methacryloyl, crotonoyl, cinnamoyl, and methylcrotonoylferrocenes) in good isolated yields. Besides ferrocenylenones, chloroactylferrocene is also synthesised by this method. (C) 2004 Elsevier B.V. All rights reserved