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Communication | Regular issue | Vol 12, No. 1, 1979, pp.1-4
Published online, 1st January, 1970
DOI: 10.3987/R-1979-01-0001
A Novel Synthesis of Isoquinoline Derivatives

Hideki Kato, Reiko Fujita, Hiroshi Hongo, and Hiroshi Tomisawa*

*Tohoku Pharmaceutical University, 4-4-1 Komatsushima, Aoba-ku, Sendai 981-8558, Japan


Reaction of 4-cyano-1-methyl-2(1H)-pyridone (Ia) wlth 2,3-dimethyl-1,3-butadiene (II) at 170° gave cis-4a-cyano-4a,5,8,8a-tetrahydro-2,6,7-trimethyl-1(2H)-isoquinolone (IIIa) in a good yield and at 190° gave IIIa, trans-4a-cyano-4a,5,8,8a-tetrahydro-2,6,7-trimethyl-1(2H)-isoquinolone (IVa), and 2,6,7-trimethyl-1(2H)-isoquinolone (V). Heating of 4-methoxycarbonyl-1-methyl-2(1H)-pyridone (Ib) with II gave cis-4a,5,8,8a-tetrahydro-4a-methoxycarbonyl-2,6,7-trimethyl-1(2H)-isoquinolone (IIIb) in a high yield.