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4,4‐Disubstituted 1,4‐Dihydropyridines by Intramolecular Addition of Carbanions to Pyridines
Author(s) -
Goldmann Siegfried
Publication year - 1981
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198107791
Subject(s) - carbanion , intramolecular force , sulfoxide , raney nickel , chemistry , nickel , dihydropyridine , medicinal chemistry , dimethyl sulfoxide , stereochemistry , organic chemistry , catalysis , calcium
The spiro coupling of (1) to (2) proceeds via a sulfoxide‐stabilized carbanion. The “handle” can be removed with Raney nickel, whereby the 4,4‐disubstituted 1,4‐dihydropyridine (3) is formed; compounds of this type should exhibit, above all, coronary dilating and hypertensive activity.