Simple method for the synthesis of bicyclic pyridine bases from 1-ethynylcycloalkanols and carboxylic acid chlorides
- 30 Downloads
A new, simple and effective method was developed for the synthesis of difficultly obtainable bicyclic pyridine bases by the condensation of cyclic ethynylcarbinols with carboxylic acid anhydrides in the presence of an equimolar ZnCl2-POCl3 mixture followed by treatment with ammonium hydroxide.
KeywordsChloride Ammonium Hydroxide Pyridine Anhydride
Unable to display preview. Download preview PDF.
- 1.U. M. Dzhemilev, F. A. Selimov, V. F. Khafizov, et al., Sixth IUPAC International Conference of Organic Synthesis, Moscow (1986), p. 53.Google Scholar
- 2.A. Balaben and A. Dinculescu, Advances in Heterocyclic Chemistry, Suppl. 2, Academic Press, New York (1982), pp. 1–31.Google Scholar
- 3.G. N. Dorofeenko, E. I. Sadekova, and E. V. Kuznetsov, Preparative Chemistry of Pyrylium Compounds [in Russian], Izd. Rostov. Univ. (1972).Google Scholar
- 4.G. N. Dorofeenko, Yu. A. Zhdanov, and L. N. Étmetchenko, Khim. Geterotsikl. Soedin. (1969), p. 781.Google Scholar
- 5.F. A. Selimov, O. G. Rutman, and U. M. Dzhemilev, Izv. Akad. Nauk SSSR, Ser. Khim., 688 (1986).Google Scholar
- 6.U. M. Dzhemilev, F. A. Selimov, O. G. Rutman, and A. Zh. Akhmetov, All-Union Conference on the Chemistry of Unsaturated Compounds. Abstracts [in Russian], Kazan' (1986), p. 130.Google Scholar
- 7.B. J. Hazzard et al., Organicum: A Practical Handbook of Organic Chemistry, Pergamon Press, New York (1973).Google Scholar