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SHORT COMMUNICATIONSWe previously described acylation with 5-arylfuran-2,3-diones of the β-CH group in the enamino tautomers of substituted 1-methyl-3,4-dihydroisoquinolines having no other functional groups. These reactions afforded (2Z,5Z)-1-aryl-3-hydroxy-5-[3,3-dimethyl-3,4-dihydroisoquinolin-1(2H)-ylidene]pent-2-ene-1,4-diones [1,2]. In the present communication we report on the reaction of 5-arylfuran-2,3-diones with 1-methylidene-1,2,3,4-tetrahydroisoquinolines possessing an additional functional group at the exocyclic carbon atom attached to C 1 . 5-Arylfuran-2,3-diones Ia and Ib reacted with [3,3-dimethyl-3,4-dihydroisoquinolin-1(2H)-ylidene]-acetamides IIa and IIb at a ratio of 1 : 1 on heating in boiling anhydrous benzene (reaction time 1-2 h). The progress of the reactions was monitored by thin-layer chromatography, and the products were the corresponding (3E,5Z)-5-(2-aryl-2-oxoethylidene)-3-[3,3-dimethyl-3,4-dihydroisoquinolin-1(2H)-ylidene]pyrrolidine-2,4-diones IIIa and IIIb whose structure was determined by X-ray analysis.Presumably, the first reaction step is acylation of the β-CH group in the enamino fragment of isoquinolines IIa and IIb by the C 2 =O carbonyl carbon atom of 5-arylfuran-2,3-diones Ia and Ib. The subsequent opening of the furan ring at the O 1 -C 2 bond (as report-I, Ar = Ph (a), 4-MeC 6 H 4 (b); II, R = H (a), MeO (b); III, Ar = Ph, R = H (a), Ar = 4-MeC 6 H 4 , R = MeO (b).

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A series of substituted 1-arylamino-3,4-dihydroisoquinolines have been synthesized using reactions of 1-methylthio-3,3-dimethyl-3,4-dihydroisoquinolines with substituted anilines and 2-aminothiazoles. The products were tested for analgesic and antiinflammatory activity.Substituted 1-aminoisoquinolines, which can be also considered heterocyclic amidines, exhibit various types of biological activity. Compounds of this class were reported to act as antihypertensive agents [1], antitumor drugs [2], thrombin inhibitors (active upon peroral administration) [3], and specific DOPA receptor agonists [4]. Previously, we reported on the synthesis of 1-arylamino-3,3-dimethyl-3,4dihydroisoquinolines [5] with a general structure isosteric to 4-arylaminoquinazolines known to be protein kinase inhibitors [6].In continuation of these investigations, we have synthesized a series of amidines containing halogen-substituted arylimino (IIb -IId) or thiazolylamino (IIg -IIi) groups at the first position of the heterocycle, studied their antiinflammatory and analgesic properties, and compared their biologi-533 0091-150X/05/3910-0533

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The synthesis of 3,3-dialkyl-3,4-dihydroisoquinolines via heterocyclization in threecomponent reaction of an activated arene with isobutyraldehyde and nitriles is described.

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