77067-23-3Relevant academic research and scientific papers
Synthesis of Heterocyclic Compounds by the Organotin Alkoxide Promoted Cleavage of γ-Bromo β-Lactones
Shibata, Ikuya,Toyota, Mitsuki,Baba, Akio,Matsuda, Haruo
, p. 2487 - 2491 (2007/10/02)
A variety of 2-oxazolidinones are prepared in good to excellent yields by the organotin alkoxide promoted ring cleavage of γ-bromo β-lactones.This reaction proceeds via the key organotin haloalkoxide intermediate, which reacts with an isocyanate followed by cyclization.Stereoisomerically pure products are obtained by combination with the stereoselective bromolactonization reaction.Moreover, other heterocumulenes such as RN=C=NR, RN=C=S, CO2, and γ-bromo β-lactam are used as substrates.
CYCLIZATION OF 2-(Γ-BROMOACETOACETAMIDO)PYRIDINE DERIVATIVES: FORMATION OF N-ARYL-Γ-LACTAM DERIVATIVES
Tabei, Katsumi,Ito, Hideharu,Takada, Toyozo
, p. 1779 - 1784 (2007/10/02)
1-(2-Pyridil)-4-hydroxy-2-pyrrolidone (7) was obtained from 2-(γ-bromoacetoacetamido)pyridine (1) through the reduction of the β-carbonyl group with NaBH4, protection of the hydroxyl group by tetrahydropyranyl group, cyclization of the ether to a γ-lactam by using DBU, and subsequent hydrolysis of the ether.According to the similar synthetic process, 1-phenyl-4-hydroxy-2-pyrrolidone (8a) and 1-(p-methoxyphenyl)-4-hydroxy-2-pyrrolidone (8b) were derived from the corresponding γ-bromoacetoacetanilide derivatives.
