Research output: Contribution to journal › Article › peer-review
N-Arylmethylene and N-benzhydrylideneamines react with fluorocarbene yielding fluoro-substituted azomethine ylides that undergo 1,3-pi-cyclization into aziridines. Generation of fluoroylides in the presence of dipolarophiles (dimethyl maleate or dirnethyl acetylenedicarboxylate) led to the reaction of 1,3-dipolar cycloaddition resulting in substituted 2-pyrrolines or pyrroles. 2-Fluoroaziridines, products of N-alkyl-N-benzhydrylideneamines 1,3-pi-cyclization, in the presence of acid catalysts suffer isomerization into alpha-fluoroimines and 1,3-disubstituted indoles.
Original language | English |
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Pages (from-to) | 286-296 |
Number of pages | 11 |
Journal | Russian Journal of Organic Chemistry |
Volume | 43 |
Issue number | 2 |
DOIs | |
State | Published - Feb 2007 |
ID: 5022843