Abstract
The reaction of N-alkyl-2,2′-dilithium diphenylamines with tellurium diiodide yields derivatives of a new heterocyclic system, phenotellurazine. 10-Alkyl-phenotellurazines readily form derivatives containing tetra- and tricoordinated tellurium, form complexes with metal salts and rhodium(I) carbonyl chloride, and by bromination and nitration give 3,7-dibromo- or 3-nitro-, 3,7-dinitro, and 1,3, 7,9-tetranitro derivatives.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
Literature cited
K. J. Irgolic, The Organic Chemistry of Tellurium Gordon and Breach, New York-London-Paris (1974).
H. D. K. Drew, J. Chem. Soc., No. 1, 223 (1926).
N. Petragnani, Tetrahedron, 11, 15 (1960).
I. D. Sadekov, A. A. Ladatko, and V. I. Minkin, Khim. Geterotsikl. Soedin., No. 11, 1567 (1978).
L. D. Sadekov, A. A. Ladatko, and V. I. Minkin, Khim. Geterotsikl. Soedin., No. 10, 1342 (1980).
N. L. M. Dereu and R. A. Zingaro, J. Organomet. Chem., 212, 141 (1981).
I. D. Sadekov, A. A. Ladatko, E. I. Sadekova, and V. I. Minkin, Khim. Geterotsikl. Soedin., No. 2, 274 (1980).
I. D. Sadekov, A. A. Ladatko, E. I. Sadekova, G. N. Dorofeenko, and V. I. Minkin, Khim. Geterotsikl. Soedin., No. 3, 349 (1981).
I. D. Sadekov, G. M. Abakarov, A. D. Garnovskii, and V. I. Minkin, Khim. Geterotsikl. Soedin., No. 5, 707 (1982).
I. D. Sadekov, G. M. Abakarov, A. D. Garnovskii, Yu. S. Varshavskii, T. G. Cherkasova, and V. I. Minkin, Dokl. Akad. Nauk SSSR, 266, 1164 (1982).
M. D. Mashkovskii, Medicinal Properties [in Russian], Meditsina, Moscow (1977).
S. Bodea and J. Silberg, in: Recent Advances in the Chemistry of Phenothiazine, A. R. Katritzky and A. I. Bowden, eds., Advances in Heterocyclic Chemistry, Vol. 9, Academic Press, New York-London (1968), p. 321.
P. Muller and N. P. Buu-Hoi, J. Org. Chem., 24, 37 (1959).
T. V. Talalaeva and K. A. Kocheshkov, Methods of Heteroorganic Chemistry. Lithium, Sodium, Potassium, Rubidium, Cesium [in Russian], Vol. 2, Nauka, Moscow (1971).
J. Bergman and L. Engman, J. Organomet. Chem., 251, 223 (1983).
A. D. Garnovskii, G. M. Abakarov, I. D. Sadekov, V. I. Minkin, T. G. Cherkasova, and Yu. S. Varshavskii, Koord. Khim., 10, 234 (1984).
I. D. Sadekov, V. I. Usachev, and V. I. Minkin, Zh. Obshch. Khim., 48, 475 (1978).
I. D. Sadekov and A. A. Maksimenko, Zh. Obshch. Khim., 47, 2536 (1977).
H. D. K. Drew and R. W. Thomason, J. Chem. Soc., No. 1, 116 (1927).
B. C. Pant, J. Organomet. Chem., 65, 51 (1974).
I. D. Sadekov, A. I. Usachev, V. A. Bren', M. S. Korobov, I. D. Tseimakh, and V. I. Minkin, Zh. Obshch. Khim., 47, 2232 (1977).
G. Vasiliu and A. Gioaba, Rev. Chim. (Bucharest), 19, 253 (1968).
G. Vasiliu and A. Gioaba, Rev. Chim. (Bucharest), 20, 357 (1969).
A. Gioaba, O. Maior, and M. Mitran, Rev. Roum. Chim., 21, 733 (1976).
A. Gioaba, M. Nedea, and O. Maior, Rev. Roum. Chim., 21, 739 (1976).
H. D. K. Drew, J. Chem. Soc., No. 1, 511 (1928).
I. D. Sadekov, A. Ya. Bushkov, V. S. Yur'eva, and V. I. Minkin, Zh. Obshch. Khim., 47, 2541 (1977).
A. Gioaba and O. Maior, Ann. Univ. Bucuresti, Chimie, 22, 111 (1973).
A. Gioaba and O. Maior, Rev. Chim. (Bucharest), 21, 613 (1970).
H. Gilman and E. A. Zuech, J. Amer. Chem. Soc., 82, 2592 (1960).
H. Gilman and E. A. Zuech, J. Org. Chem., 26, 3481 (1961).
W. Paveleda, U. S. Patent 3,317,605; Ref. Zh. Khim., 1N187P (1969).
C. Lespegnol, Bull. Soc. Chim. France, No. 1, 112 (1960).
B. P. Lugovkin and B. A. Arbuzov, Zh. Obshch. Khim., 22, 2041 (1952).
Author information
Authors and Affiliations
Additional information
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 757–768, June, 1985.
Rights and permissions
About this article
Cite this article
Sadekov, I.D., Abakarov, G.M., Panov, V.B. et al. Synthesis and reactivity of 10-Alkylphenotellurazines. Chem Heterocycl Compd 21, 632–641 (1985). https://doi.org/10.1007/BF00515062
Received:
Revised:
Issue Date:
DOI: https://doi.org/10.1007/BF00515062