A. Kiselyov, A. Gakh
Sep 1, 1991
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Abstract
Abstract The N-fluoropyridinium salts (NFS) were found to be efficient fluorinating reagents for carbanions, Grignard reagents, electron rich aromatics, etc. (X-philic attack, path 1 ). The NFS when treated with Et 3 N or pyridine give 2-substituted pyridines (obviously via formation of intermediate P + , path 3 ). Recently we have found that N-fluoropyridinium tetrafluoroborate ( FPT ) reacts with carbanions with the formation of 2- and 4-substituted pyridines via cine-(tele)-AE a -substitution ( path 2 ). Here we report that path 1 is realized in the reactions of FPT with sulfides, while triaryl(alkyl)-phosphines and -arsines react according to the path 2.