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Monothio- and Dithio-phthalimides: Part VI - Reactions of 2-Substituted 1,3-Dithioisoindolines with Grignard Reagents, Hydrazines and Diphenyldiazomethane
El-Sharief, A. M. Sh.,Hassanin, A. A.
, p. 1102 - 1105 (2007/10/02)
2-Substituted 1,3-dithioisoindolines (I) react with Grignard reagents in 1:1 molar ratio to give N-substituted o-(thioacyl)thiobenzimidic acids (III).However, with excess of Grignard reagents and longer reaction period, the thiones (IV), thioanilides (VII) and monosulfides (VIII) are obtained.The dithioisoindolines (I) also react with hydrazines to give 2-aryl-1-thiono-3-iminoisoindolines (IXb,c) while with diphenyldiazomethane, 3', 3'-diphenyl-3-thiono-2-tolylspiro (Xb) and the diphenylmethylene derivative (XI) are obtained.
