353238-08-1Relevant articles and documents
Syntheses of ring-fluorinated isoquinolines and quinolines via intramolecular substitution: Cyclization of 1,1-difluoro-1-alkenes bearing a sulfonamide moiety
Ichikawa, Junji,Sakoda, Kotaro,Moriyama, Hiroko,Wada, Yukinori
, p. 1590 - 1598 (2007/10/03)
On treatment of a base such as NaH, KH, or Et3N, N-[o-(2,2-difluorovinyl)benzyl]- and N-[o-(3,3-difluoroallyl)phenyl]-substituted p-toluenesulfonamides readily undergo intramolecular substitution of sulfonamide nitrogens for vinylic fluorines i
Intramolecular cyclizations of o-substituted β,β-difluorostyrenes: Synthesis of 3-fluorinated isochromenes and isothiochromenes
Wada, Yukinori,Ichikawa, Junji,Katsume, Tadayuki,Nohiro, Tomoko,Okauchi, Tatsuo,Minami, Toru
, p. 971 - 977 (2007/10/03)
β,β-Difluorostyrenes bearing an oxygen (OH) or a sulfur (SH, SCOCH3) nucleophile linked by a methylene unit to the ortho carbon are prepared from 2,2,2-trifluoroethyl p-toluenesulfonate via the in situ generation of 2,2-difluorovinylboranes and their palladium-catalyzed cross-coupling reaction with aryl iodides. These styrene derivatives readily undergo intramolecular nucleophilic substitution of the oxygen and sulfur with loss of fluorine under basic conditions, leading to 3-fluoroisochromenes and 3-fluoroisothiochromenes in high yields.