81763-86-2Relevant academic research and scientific papers
Studies on cerebral protective agents. IX. Synthesis of novel 1,2,3,4-tetrahydroisoquinolines as N-methyl-D-aspartate antagonists
Ohkubo, Mitsuru,Kuno, Atsushi,Katsuta, Kiyotaka,Ueda, Yoshiko,Shirakawa, Kiyoharu,Nakanishi, Hajime,Nakanishi, Isao,Kinoshita, Takayoshi,Takasugi, Hisashi
, p. 95 - 102 (2007/10/03)
A series of 1,2,3,4-tetrahydroisoquinoline derivatives were synthesized and evaluated for anticonvulsant activity against intracerebro-ventriculas (i.c.v.) N-methyl-D-aspartate (NMDA)-induced seizures in mice. Among these compounds, (+)-1-methyl-1-phenyl-
ALKYLATION OF THE ISOQUINOLINE SKELETON IN THE 1-POSITION: LITHIATED 2-PIVALOYL- AND 2-BIS(DIMETHYLAMINO)-PHOSPHINOYL-1,2,3,4-TETRAHYDROISOQUINOLINES
Seebach, Dieter,Lohmann, Jean-Jacques,Syfrig, Max A.,Yoshifuji, Masaaki
, p. 1963 - 1974 (2007/10/02)
Nucleophilic reactivity in the 1-position of 1,2,3,4-tetrahydroisoquinoline is generated by lithiation of the N-pivaloyl- (16a) and N-phosphinoyl-derivatives (17a).The organolithium compounds (16b, 17b) thus obtained are highly nucleophilic and can be alkylated even with poor alkylating reagents such as secondary halides, neopentyl bromide and cyclopentanone.Hydrolysis of the phosphorylamide products with hydrochloric acid leads to 1-substituted tetrahydroisoquinolines in excellent yields (Table 2).
DIPOLE STABILIZED α-AMINO CARBANIONS. II. ALKYLATION OF TETRAHYDROISOQUINOLINES IN THE 1-POSITION.
Meyers, A. I.,Hellring, Stuart,Hoeve, Wolter Ten
, p. 5115 - 5118 (2007/10/02)
N-Formamidine derivatives of tetrahydroisoquinolines are metalated and alkylated to give 1-substituted derivatives.Regeneration of the parent amine is accomplished by several different reagents.
