77638-65-4Relevant articles and documents
REACTIONS AND SYNTHETIC APPLICATIONS OF β-KETO SULFOXIDES IX. SYNTHESIS OF 5-METHYLTHIO AND 5-METHOXY ANALOGS OF ELLIPTICINE
Oikawa, Yuji,Tanaka, Masahide,Hirasawa, Hitoshi,Yonemitsu, Osamu
, p. 207 - 212 (2007/10/02)
A β-keto sulfoxide (9) derived from ethyl indolebutyrate (8) and FAMSO was cyclized to a 2-keto-1,2,3,4-tetrahydrocarbazole derivative (10).After introduction of an acetic ester at the carbonyl group to give 11, its aromatization gave a 1-methylthiocarbazole (12), followed by construction of a pyridine ring to yield efficiently 5-methylthioellipticine (6).Compound 11 was quite easily hydrolyzed to a 1-keto derivative (18), which was aromatized and then converted to 5-methoxyellipticine (7).