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15.4.1.1.1.1.1.1 Method 1: From 2-Aminostyrenes

DOI: 10.1055/sos-SD-015-00917

Larsen, R. D.Science of Synthesis, (200515553.

The bromostyrene 6 is converted into quinolin-2(1H)-one (1) by palladium-catalyzed carbon­ylation of the vinyl bromide moiety followed by intramolecular lactam formation (Scheme 3).[‌31‌,‌32‌] Only the Z-isomer couples effectively; the E-isomer gives only a 7.7% yield of the quinolinone. Conversion of a 2-aminostyrene into an iminophosphorane with dibro­mo(triphenyl)phosphorane followed by addition of carbon dioxide gives quinolin-2-ones.[‌33‌]

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