SYNTHESIS OF 1,4-DIHYDROPYRIDINES BY REGIOSELECTIVE ADDITIONS OF BENZYLIC ZINC BROMIDES TO PYRIDINIUM SALTS AND THEIR AROMATIZATIONS TO 4-BENZYLPYRIDINES

Authors
KRAPCHO AP WATERHOUSE DJ HAMMACH A DIDOMENICO R MENTA E OLIVA A SPINELLI S
Citation
Ap. Krapcho et al., SYNTHESIS OF 1,4-DIHYDROPYRIDINES BY REGIOSELECTIVE ADDITIONS OF BENZYLIC ZINC BROMIDES TO PYRIDINIUM SALTS AND THEIR AROMATIZATIONS TO 4-BENZYLPYRIDINES, Synthetic communications, 27(5), 1997, pp. 781-794
Citations number
36
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthetic communications → ACNP
ISSN journal
00397911
Volume
27
Issue
5
Year of publication
1997
Pages
781 - 794
Database
ISI
SICI code
0039-7911(1997)27:5<781:SO1BRA>2.0.ZU;2-Z
Abstract
Benzylic zinc reagents add with high regioselectivity to 1-(phenoxycar bonyl) salts of methyl nicotinate to yield phenoxylcarbonyl)-4-benzyl- 1,4-dihydronicotinates. The dihydronicotinates on heating with sulfur in decalin afford methyl 4-benzyinicotinates.