REACTION OF PENTAFLUOROPYRIDINE AND ALPHA-LITHIATED ARYLACETONITRILESWITH N-BUTYLLITHIUM AND METHYLLITHIUM IN ETHER

Authors
BIEHL ER REFAT HM FADDA AA
Citation
Er. Biehl et al., REACTION OF PENTAFLUOROPYRIDINE AND ALPHA-LITHIATED ARYLACETONITRILESWITH N-BUTYLLITHIUM AND METHYLLITHIUM IN ETHER, Heterocycles, 41(7), 1995, pp. 1431-1434
Citations number
5
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Heterocycles → ACNP
ISSN journal
03855414
Volume
41
Issue
7
Year of publication
1995
Pages
1431 - 1434
Database
ISI
SICI code
0385-5414(1995)41:7<1431:ROPAAA>2.0.ZU;2-E
Abstract
Treatment of one equivalent each of pentafluoropyridine (6) and n-buty llithium with two equivalents of lithioarylacetonitriles (3) gave yl-4 -n-butyl-3,5,6-trifluoro-2-pyridylacetonitrile (9) in good yields (83- 85%). Similar treatment of equivalent amounts of 6, 3, and methyllithi um gave ha-aryl-2,3,5,6-tetrafluoro-4-pyridylacetonitriles (11) also i n good yields (79-87%). The introduction of the n-butyl and alpha-aryl acetonitrile groups most likely arise through nucleophilic aromatic su bstitution pathways.