1998 Fiscal Year Final Research Report Summary
Studies on benzo [c] phenanthridine alkaloid using novel palladium reagents
| Project/Area Number |
09672144
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| Research Category |
Grant-in-Aid for Scientific Research (C)
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| Allocation Type | Single-year Grants |
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| Section | 一般 |
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| Research Field |
Chemical pharmacy
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| Research Institution | Okayama University |
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Principal Investigator |
HARAYAMA Takashi Faculty of Pharmaceutical Sciences, Okayama University Profesor, 薬学部, 教授 (30025712)
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| Project Period (FY) |
1997 – 1998
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| Keywords | palladium reagent / chelerythrine / nitidine / benzo [c] phenanthridine / benzo [d] naphthopyranone / biaryl coupling reaction |
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| Research Abstract |
1) Development of general synthetic method for benzo[c]phenanthridine alkaloid using novel palladium reagents
A novel palladium reagent prepared from equimolar Pd(OAc)_2, DPPP, and Bu3P was useful for the internal biaryl coupling reaction of not only triflate-amide but also halo-amide as leaving group. By using this novel Pd reagent, benzo[c]phenanthridine alkaloids, chelerythrine and nitidine were synthesized in good yields.
2) Synthetic studies on benzo[d]naphthopyranones
Benzo[d]naphthopyranones, arnottin I, was synthesized by using typical Heck* s reaction conditions.
3) Synthetic studies on phenanthridine alkaloids
Phenanthridine alkaloid, trisphaeridine, was synthesized via biaryl coupling reaction using palladium reagent.
4) Mechanistic aspect of novel Palladium reagent [Pd(OAc)_2-PPP-Bu_3P]
It was found out that molar ratio of Pd phosphine = 1 : 3 is essentially necessary for biaryl coupling reaction
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