Summary
Cycleanine has been demethylated with pyridine hydrochloride. It has been shown that the reaction takes place in stepwise fashion with the successive formation of 7-norcycleanine, isochondodendrine, and tetra-O-dimethylcycleanine.
Similar content being viewed by others
Literature cited
O. P. Belichenko and O. N. Tolkachev, Khim. Prirodn. Soedin., 125 (1976).
J. F. Miquel, Acta Chem. Scand.,12, 274 (1958).
N. P. Buu-Hoj and D. Lavit, J. Org. Chem.,21, 1257 (1956).
N. P. Buu-Hoj, J. Chem. Soc.,251, 2130, 2307 (1950).
N. P. Buu-Hoj, J. Chem. Soc., 4867 (1952).
M. Tomita, K. Fujitani, and Y. Aoyagi, Chem. Pharm. Bull., 16 (1968).
M. Tomita, K. Fujitani, and Y. Aoyagi, Japan. Pat.,31, 667, 01. 03. 67.
M. Tomita, Y. Aoyagi, Y. Sakatani, and K. Fujitani, Chem. Pharm. Bull.,16, 56 (1968).
J. P. Sheth and O. N. Tolkachev, Tetrahedron Lett., 1161 (1967).
Additional information
All-Union Scientific-Research Institute of Medicinal Plants, Moscow. Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 662–664, September–October, 1977.
Rights and permissions
About this article
Cite this article
Belichenko, O.P., Tolkachev, O.N. & Fesenko, D.A. Production of phenolic alkaloids of the isochondodendrine series. Chem Nat Compd 13, 549–551 (1977). https://doi.org/10.1007/BF00569586
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1007/BF00569586