Synthesis of Indole Alkaloid Analogs

Synthesis and Reactions of 3,4-Dihydro-P-carboline Reissert Compounds 

GABOR BLASKO, PETER KEREKES, AND SANDOR MAKLEIT 

Similarly, intramolecular cyclization of the 2-chloromethylbenzoyl Reissert derivative 223 resulted in Af-benzyldemethoxycarbonyl-oxogambirtannine (224) 47). 

Reaction of 2-benzoyl-6-benzyl-l-cyano-l,2-dihydroellipticine (227) with alkyl halides in dimethylformamide in the presence of sodium hydride gave the 

Kerekes, S. Makleit, and R. Bognar, Acta Chim. Hung. 98, 491 (1978). 

---

G. Synthesis of Emetine Analogs Synthesis of Indole Alkaloid Analogs... 

Starting with an indole-containing Zincke aldehyde substrate 91, the above authors [39] were able to effect a similar pericyclic rearrangement, followed by an intramolecular cycloaddition reaction of the resulting diene-amide 92, thus accessing a tetracyclic product 93 which could possibly serve as a key precursor in the synthesis of indole alkaloid analogs (Scheme 26). 

---