ol5037453_si_001.pdf (3.98 MB)
Pd(II)-Catalyzed Allylic C–H Amination for the Preparation of 1,2- and 1,3-Cyclic Ureas
journal contribution
posted on 2015-02-20, 00:00 authored by Yasuhiro Nishikawa, Seikou Kimura, Yuri Kato, Natsuka Yamazaki, Osamu HaraA general
synthesis of 1,2- and 1,3-cyclic ureas is accomplished
by intramolecular allylic C–H amination employing Pd(TFA)2/bis-sulfoxide as a catalyst. By careful modification of substrates
and catalyst, a variety of 1,2-cyclic ureas are accessible from not
previously employed terminal olefins substituted in allylic or vinylic
positions. Furthermore, MS4A is found to be an effective additive
for the synthesis of 1,3-cyclic ureas in good yields and excellent
diastereoselectivities.