- Cascade annulations of aryldiazonium salts, nitriles and halo-alkynes leading to 3-haloquinolines
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A regiospecific access to 3-haloquinolines has been developed via a three-component annulation of aryldiazonium salts, nitriles and haloalkynes. This reaction proceeds through an initial formation of reactive nitrilium ion and further cascade annulation with haloalkynes. This method provides a straightforward access to a diverse array of functionalized quinolones (28 examples) under mild conditions and exhibits broad functional group tolerance. Applications of this method in a gram scale reaction and a formal synthesis of Pitavastatin are illustrated.
- Ramanathan, Mani,Liu, Shiuh-Tzung
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p. 4317 - 4322
(2017/06/30)
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- A NOVEL SYNTHETIC METHOD OF HMG-CoA REDUCTASE INHIBITOR NK-104 VIA HYDROBORATION-CROSS COUPLING SEQUENCE
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The regioselective hydroboration of ethyl (3R,5S)-3,5-isopropylidenedioxy-6-heptynoate, followed by the cross-coupling reaction with an aryl halide, provides ethyl (3R,5S,6E)-7-aryl-3,5-isopropylidenedioxy-6-heptenoate, a precursor of a highly potent HMG-
- Miyachi, Nobuhide,Yanagawa, Yoshinobu,Iwasaki, Hiroshi,Ohara, Yoshio,Hiyama, Tamejiro
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p. 8267 - 8270
(2007/10/02)
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