- Studies on Quinoline and Isoquinoline Derivatives. VI. Addition Reaction of Diketene with Isoquinolines in the Presence of Carboxylic Acids
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The addition reaction of diketene in formic, acetic or propionic acid to isoquinoline afforded 1-acetonyl-2-acyl-1,2-dihydroisoquinoline (II) in satisfactory yields.Though no reaction of this type was observed to occur in quinoline, isoquinoline-like N-heteroaromatic compounds such as phthalazine and 1,6-naphthyridine underwent similar addition reactions to give the corresponding dihydro-acetonyl compounds.The above product II was easily convertible to benzoquinolizine derivatives.Keywords - diketene; mixed anhydride; isoquinoline; phthalazine; 1,6-naphthyridine; 1,2-dihydroisoquinoline
- Yamanaka, Hiroshi,Shiraishi, Takayuki,Sakamoto, Takao,Matsuda, Hitomi
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p. 1049 - 1055
(2007/10/02)
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