220506-46-7Relevant academic research and scientific papers
Intramolecular cyclization of β,β-difluorostyrenes bearing an iminomethyl or a diazenyl group at the ortho position: Synthesis of 3-fluorinated isoquinoline and cinnoline derivatives
Ichikawa, Junji,Wada, Yukinori,Kuroki, Hiroyuki,Mihara, Jun,Nadano, Ryo
, p. 3956 - 3962 (2008/09/21)
o-Formyl-substituted β,β-difluorostyrenes readily react with NH2OH·HCl or NH4OAc to afford 3-fluoroisoquinoline derivatives in good yield via (i) the formation of the corresponding oximes or imines and (ii) subsequent intramolecular
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.
