SYNTHESIS OF ZANTHOXYLINE AND ITS RELATED COMPOUNDS: REVISION OF THE REPORTED STRUCTURE

被引:17
作者
Abe, Hitoshi [1 ]
Kobayashi, Naoko [2 ]
Takeuchi, Yasuo [2 ]
Harayama, Takashi [3 ]
机构
[1] Toyama Univ, Grad Sch Sci & Engn, Gofu Ku, Toyama 9308555, Japan
[2] Okayama Univ, Grad Sch Med Dent & Pharmaceut Sci, Okayama 7008530, Japan
[3] Tokushima Bunri Univ, Fac Pharmaceut Sci, Sanuki, Kagawa 7692193, Japan
关键词
Benzo[c]phenanthridine; Palladium Catalyzed Reaction; Coupling Reaction; BIARYL COUPLING REACTION; C-H ACTIVATION; PALLADIUM REAGENT; CONCISE SYNTHESIS; INTRAMOLECULAR COORDINATION; ALKALOIDS; PD; PD(OAC)(2); DECARINE; BU3P;
D O I
10.3987/COM-09-S(S)111
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Benzo[c]phenanthridine alkaloid, zanthoxyline, was synthesized through an intramolecular biaryl coupling reaction of N-naphthylbenzamide derivative using a palladium reagent. Comparison of the NMR data for the synthetic product with that reported previously revealed that the proposed structure was incorrect. Synthesis of the related compounds suggested that the correct structure of zanthoxyline is the previously known decarine.
引用
收藏
页码:873 / 877
页数:5
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