Chemistry Letters, Vol.32, No.11, 1000-1001, 2003
A facile synthesis of 2,4-disubstituted 3-fluoroquinolines via intramolecular cyclization of o-cyanomethylamino-beta,beta-difluorostyrenes
o-Cyanomethylamino-beta,beta-difluorostyrenes are treated with base (LiTMP, NaH, or K2CO3) to generate the corresponding carbanions, which in turn readily undergo intramolecular replacement of the vinylic fluorine and subsequent elimination to afford 2,4-disubstituted 3-fluoroquinolines in good yield.