94225-41-9Relevant academic research and scientific papers
CHLORINATION OF 5-ISOTHIAZOLE AND RELATED DERIVATIVES WITH N-CHLOROSUCCINIMIDE INHIBITION OF RING-TRANSFORMATION (BOND SWITCH) BY STERIC HINDRANCE
Ohkata, Katsuo,Ohyama, Yoshihiko,Akiba, Kin-ya
, p. 859 - 868 (2007/10/02)
The selective monochlorination of 5-2-(N-silylamino)vinyl)isothiazoles (1a,b) and their related compounds (1c,d, 2a-g, 3a-c, and 4a,b) with N-chlorosuccinimide is described.Chlorination of 1a,b occurred at vinyl carbon to give 5a,b and the geometry was determined to be Z-isomer according to spectral data.It is noteworthy that 1d smoothly occurred bond switch at room temperature but 5d did not ring-transform under the same conditions.
RING-TRANSFORMATION EQUILIBRIUM WITH PARTICIPATION OF ?-BONDED S(IV) IN AN ISOTHIAZOLE SYSTEM. SYNTHESIS OF NON-RING-TRANSFORMED 5-(2-AMINOVINYL)ISOTHIAZOLE DERIVATIVE VIA 1,3-SILYL GROUP SHIFT
Ohkata, Katsuo,Ohyama, Yoshihiko,Watanabe, Yuko,Akiba, Kin-ya
, p. 4561 - 4564 (2007/10/02)
Substituents at 5-position of 5-amino-3-methyl- and 3-p-chlorophenyl-5-methylisothiazoles (7 and 8) were silylated and then lithiated to couple with aromatic nitriles in order to afford the adducts (4 and 5) via 1,3-silyl group shift.Desilylation of 5 wit
