189079-82-1Relevant academic research and scientific papers
Synthesis of 2,3-disubstituted pyrroles and pyridines from 3-halo-1-azaallylic anions
Aelterman,De Kimpe,Tyvorskii,Kulinkovich
, p. 53 - 58 (2007/10/03)
A new synthesis of 2,3-disubstituted pyrroles and pyridines is described. The reaction of 3-halo-1-azaallylic carbanions, regiospecifically generated from α-halogenated ketimines, with ω-iodoazides led to the regiospecific formation of ω-azido-α-haloketimines. Treatment of these functionalized imines with tin(II) chloride afforded halogenated five- and six-membered cyclic imines, which were transformed under mild conditions into 2,3-disubstituted pyrroles and pyridines. The stereoselective reduction of 2,3-dialkyl-3-chloro-1-pyrrolines to afford cis-2,3-dialkyl-3-chloropyrrolidines is also reported.
Synthesis of 3-halopyrroles
De Kimpe, Norbert,Tehrani, Kourosch Abbaspour,Stevens, Christian,De Cooman, Paul
, p. 3693 - 3706 (2007/10/03)
3-Chloro- and 3-bromo-2-arylpyrroles, which are potential physiologically active compounds in agrochemistry and pharmaceutical sciences, were efficiently prepared from the corresponding 2-aryl-1-pyrrolines by α,α-dihalogenation with N-halosuccinimides and
