88783-83-9Relevant academic research and scientific papers
One-pot reductive-cyclization as key step for the synthesis of rutaecarpine alkaloids
Lee, Chih-Shone,Liu, Cheng-Kuo,Chiang, Yuen-Lin,Cheng, Yen-Yao
, p. 481 - 484 (2008)
The quinazolinocarboline alkaloids including rutaecarpine (1a), euxylophoricine A (1b), and euxylophoricine C (1c) have been synthesized efficiently from the ring opened β-carboline derivative as key intermediate by a one-pot reductive-cyclization reaction. The key intermediate was prepared from tryptamine (6) following Bischler-Napieralski cyclization, benzoylation, and oxidative cleavage of the exocyclic double bond.
A new and facile synthesis of rutaecarpine alkaloids
Lee, Chih-Shone,Liu, Cheng-Kuo,Cheng, Yen-Yao,Teng, Che-Ming
experimental part, p. 1047 - 1056 (2009/10/04)
Relevant rutaecarpine analogues (1a-d) have been synthesized efficiently from the ring opened β-carboline derivatives (3a-d) as key intermediates. A unique one-pot reductive-cyclization as key reaction furnished the synthesis of rutaecarpine alkaloids in excellent yields. The key intermediates (3a-d) were prepared from tryptamine following acylation, Bischler-Napieralski cyclization, benzoylation, and oxidative cleavage of the exocyclic double bond. This new synthetic approach provides a facile access to rutaecarpine analogues with potent inhibitory effect on platelet aggregation.
