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15.4.4.1.1.2.2.4 Method 4: From (2-Cyanoaryl)amines

DOI: 10.1055/sos-SD-015-00917

Larsen, R. D.Science of Synthesis, (200515623.

The reaction of 2-cyanoarylamines 279 with ketones using tin(IV) chloride[‌55‌,‌56‌,‌746‌] or ­zinc(II) chloride[‌747‌] as a Lewis acid catalyst gives quinolin-4-amines 280 (Scheme 99). Cyanoarylamines couple with tetrahydro-2H-pyran-2-one (δ-valerolactone) in the presence of titanium(IV) chloride to afford the corresponding 2,3-dihydropyrano[2,3-b]quinolin-4-amines.[‌748‌]

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