Abstract
A new procedure was developed for the introduction of the oxoalkyl fragment into N-heteroaromatic compounds of the pyridine and quinoline series. The procedure is based on the solid-phase reactions of lead tetraacetate with aromatic N-heterocycles and tertiary cycloalkanols.
Similar content being viewed by others
References
G. I. Nikishin, L. L. Sokova, and N. I. Kapustina, Izv. Akad. Nauk, Ser. Khim., 2001, 1068 [Russ. Chem. Bull., Int. Ed., 2001, 50, 1118].
K. Tanaka and F. Toda, Chem. Rev., 2000, 100, 1025; F. Toda, Acc. Chem. Res., 1995, 28, 480.
O. Metzger, Angew. Chem., Int. Ed., 1998, 37, 2975.
B. A. Lorsbach and M. J. Kurth, Chem. Rev., 1999, 99, 1549.
N. I. Kapustina, L. L. Sokova, V. D. Makhaev, L. A. Petrova, and G. I. Nikishin, Izv. Akad. Nauk, Ser. Khim., 1999, 2104 [Russ. Chem. Bull., 1999, 48, 2080 (Engl. Transl.)].
G. I. Nikishin, L. L. Sokova, V. D. Makhaev, L. A. Petrova, A. V. Ignatenko, and N. I. Kapustina, Izv. Akad. Nauk, Ser. Khim., 1998, 1391 [Russ. Chem. Bull., 1998, 47, 1353 (Engl. Transl.)].
N. I. Kapustina, L. L. Sokova, V. D. Makhaev, A. P. Borisov, and G. I. Nikishin, Izv. Akad. Nauk, Ser. Khim., 2000, 1870 [Russ. Chem. Bull., Int. Ed., 2000, 49, 1842].
N. I. Kapustina, L. L. Sokova, A. V. Ignatenko, and G. I. Nikishin, Izv. Akad. Nauk, Ser. Khim., 1993, 1923 [Russ. Chem. Bull., 1993, 42, 1839 (Engl. Transl.)].
H. C. Brown, R. S. Fletcher, and R. B. Johannesen, J. Am. Chem. Soc., 1951, 73, 212.
L. Fieser and M. Fieser, Reagents for Organic Synthesis, J. Wiley, New York-London-Sydney, 1968.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Nikishin, G.I., Sokova, L.L. & Kapustina, N.I. Solid-phase oxoalkylation of pyridines and quinolines with 1-methylcycloalkanols under the action of lead tetraacetate. Russian Chemical Bulletin 51, 1812–1816 (2002). https://doi.org/10.1023/A:1021388015441
Issue Date:
DOI: https://doi.org/10.1023/A:1021388015441