At present, only a few summarizing papers devoted to the synthesis of varions heterocycles on the basis of oxindole (2indolinone) are available in the literature. The well-known monograph [ I] considered the synthesis of condensed indoles based on the 2-indolinone derivatives. Unfortunately, a recent review [2] paid little attention to the problem of heteroeyclization in these systems. We believed that it would be importaat to fill the gap, thus stimulating investigations in this direction. This review summarizes data published doting the past two decades on the annelation of various heterocycles at different "edges" of the indole cycle using substituted indoles as the initial compounds. In addition, Section IV concerns some problems related to the possible expansions of the fivemembered oxindole ring.

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Reaction of 2,2,6,6-Tetrachlorocyclohexanone with Substituted Anilines and Ammonia. Synthesis of 5-Nitro-and 5-Amino Analogues of Orthophen -A variety of new derivatives of the known antiinflammatory agent orthophen such as (V), (VI), (X) is synthesized from tetrachlorocyclohexanone (I) or via cleavage reactions of substituted indolinone derivatives (IX). Nitroorthophen (Xa) is more toxic compared to orthophen and displays a slightly enhanced analgetic activity. Reaction of (I) with ammonia provides a convenient access to 2,6-dichloroanilin (VIII), which represents a key intermediate in the synthesis of the known drug clofelin. -(GRAEVSKAYA, I. P.; AZIMOV, V. A.; RYABOVA, S. YU.; ALEKSEEVA, L. M.; ANISIMOVA, O. S.; SYUBAEV, R. D.; GRANIK, V. G.; Khim.-Farm. Zh. 32 (1998) 1, 41-44; Tsentr khim. lek. sredstv-Vseross. nauchno-issled. khim.-farm. inst., Moskva 119815, Russia; RU)

Synthesis and Antihypertensive Activity of Dienediamine Derivatives of Indolin-2-one.-Alkoxymethylideneindolinone (I) reacts with malononitrile (II) in the presence of triethylamine to furnish the dicyanoethenyl derivative (IV) as ammonium salt. Since compound (IV) does not directly undergo amination at the cyano group, it is first hydrolyzed to the corresponding methoxy(amino)methylidene analogue (VI) which is capable of amination affording the title derivatives (VIII). On another way, the dimethylaminomethylideneindolinone (IX) reacts with dimethylacetamide acetal to furnish directly dienediamine (XI). Under the compounds prepared only derivatives (VIIId) and (VI) possess antihypertensive activity.-(GRAEVSKAYA, I. P.; RYABOVA, S. YU.; ALEKSEEVA, L. M.; KALINKINA, M. A.; KAMINKA, M. E.; GRANIK, V. G.; Khim.-Farm. Zh. 32 (1998) 11, 5-8; Tsentr khim. lek. sredstv-Vseross. nauchno-issled. khim.-farm. inst., Moskva 119815, Russia; RU)