- Tetrahydrofolate Coenzyme Models: Synthesis of Tetrahydroimidazoisoquinolines and Tetrahydroimidazoquinolines
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The new dihydroimidazoles 3-methyl-1,5,6,10b-tetrahydroimidazoisoquinoline and 1-methyl-3,3a,4,5-tetrahydroimidazoquinoline are efficiently and conveniently prepared from isoquinoline and quinoline, via 1-aminomethyl-1,2,3,4-tetrahydroisoquinoline and 2-aminomethyl-1,2,3,4-tetrahydroquinoline, respectively.Deprotonation of the fused dihydroimidazoles at the methyl substituent leads to homologation via C-alkylation, C-acylation, or C-phosphonylation-condensation.The properties of the tetrahydroimidazoisoquinolines and tetrahydroimidazoquinolines towards reducing agents mirror those of monocyclic dihydroimidazoles, affording aminomethyl-isoquinolines and -quinolines, respectively.
- Jones, Raymond C. F.,Smallridge, Mark J.,Chapleo, Christopher B.
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p. 385 - 391
(2007/10/02)
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