First total synthesis of hinckdentine A.
We have accomplished the first total synthesis of (+/-)-hinckdentine A (1). The key steps are m-CPBA oxidation of 2-arylindole followed by acid-mediated Mannich-type C-C bond formation of 2-hydroxyindolin-3-one, seven-membered ring closure, and regioselective tribromination.
Higuchi
Kazuhiro
K
Meiji Pharmaceutical University, 2-522-1 Noshio Kiyose, Tokyo 204-8588, Japan.
Sato
Yukihiro
Y
Tsuchimochi
Mei
M
Sugiura
Kenta
K
Hatori
Masatoshi
M
Kawasaki
Tomomi
T
D015394:Molecular Structure; D011799:Quinazolines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D011799:Quinazolines; C485801:hinckdentine A