Large-scale synthesis of new cyclazines, 5-thia-1,8b-diazaacenaphthylene-3-carboxylic acid derivatives having the peripheral 12π-electron ring system

Autor: Kiminori Tomimatsu, Tatsuya Ito, Yasushi Isogami, Toru Ishida, Hiroki Wada, Yukio Mizuno, Kazumasa Hamamura, Tetsuji Kawamoto, Yoshiko Miyano, Tomomi Ikemoto, Muneo Takatani, Mitsuhiro Wakimasu
Rok vydání: 2002
Předmět:
Zdroj: Tetrahedron. 58:489-493
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(01)01171-1
Popis: The 5-thia-1,8b-diazaacenaphthylenes ( 2 and its ester, 8 ) are new cyclazines, in which a paramagnetic ring is present in the peripheral 12π-electron ring system. Three convenient methods of preparing 8 have been developed. One involved thioglycolation of a new compound, 5-fluoroimidazo[1,2- a ]pyridine ( 6b ), followed by the Duff reaction gave 8 in 64% yield without chromatographic purification.
Databáze: OpenAIRE