Syntheses of di- and tetrahydropyrroles

Chemistry of Heterocyclic Compounds - Tập 4 - Trang 462-463 - 1971
V. M. Berezovskii1, V. B. Spiro1, L. Ya. Denisova1, B. M. Sheiman1
1All-Union Scientific-Research Vitamin Institute, Moscow

Tóm tắt

By the Michael's condensation of 3-methyl-1-nitro-1-butene with esters of α-acetoglutaric and acetosuccinic acids and of 2-methyl-1-nitropropene with acetylacetone we have synthesized the corresponding γ-nitrocarbonyl compounds, which have been converted by reductive cyclization into 3-ethoxycarbonyl-4-isopropyl-3-methoxycarbonylethyl-2-methyl-Δ1-pyrroline, 3-ethoxycarbonyl-3-ethoxycarbonylmethyl-4-isopropyl-2-methyl-Δ1-pyrroline, and 3-acetyl-2, 4, 4-trimethyl-Δ1-pyrroline, respectively.

Tài liệu tham khảo

V. M. Berezovskii, V. B. Spiro, and B. M. Sheiman, KhGS [Chemistry of Heterocyclic Compounds], 4, 108, 1968. B. M. Sheiman, V. B. Spiro, and V. M. Berezovskii, KhGS [Chemistry of Heterocyclic Compounds], 4, 111, 1968. B. M. Sheiman, V. B. Spiro, N. B. Chernysheva, L. M. Smuilovich, I. M. Kustonavich, and V. M. Berezovskii, KhGS [Chemistry of Heterocyclic Compounds], 4, 624, 1968. Organic Syntheses [Russian translation], IL, Moscow 10, 181, 1963. C. T. Bahner, U.S. patent 2425276, 1947; C.A. 41, 7410, 1947. C. T. Bahner, U.S. patent 2431451, 1947; C.A. 42, 2615, 1948. R. Bonnett, V. M. Clark, A. Giddey, and A. Todd, J. Chem. Soc., 1959, 2087. L. Bellamy, Infrared Spectra of Complex Molecules [Russian translation], IL, Moscow, 1963.