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2005
Quinoline derivatives
R 0410
Allylation and Cyanation of Aza-Aromatics Activated by Chloroformate and a
Amount of Iodine. — N-Acylated quinolines, generated in situ, undergo an
37- 140 Catalytic
iodine-catalyzed reaction with trimethylallylsilane (III) or trimethylsilyl cyanide (VII)
to yield 2-substituted products (IV) and (VIII). N-Acylated isoquinolines (V) react under similar conditions to form benzoisoquinuclidines (VI) with (III), whereas (VII)
gives the 1-substituted products (IX). The methodology is directed to the preparation
of biologically interesting alkaloids. — (YADAV*, J. S.; REDDY, B. V. S.; SRINIVAS,
M.; SATHAIAH, K.; Tetrahedron Lett. 46 (2005) 20, 3489-3492; Div. Org. Chem.,
Indian Inst. Chem. Technol., Hyderabad 500 007, India; Eng.) — Mais
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