engleski

Photochemically induced intramolecular reactions of the new stilbenyl-sydnones

In continuation of our work on photochemical methodology to polyheterocyclic compounds [1] by intramolecular cyclization reactions, the new stilbenyl-sydnones 1-3 are prepared [2]. It is known that 3, 4-disubstituted sydnones undergo photochemical ring opening [3] to nitrile imines, which can be trapped by various dipolarophiles giving corresponding cycloadducts. In this work the photolysis of the stilbenyl-sydnones give quinoline- (4) and benzodiazepine derivatives (5). This is the first example of 1, 7-electrocyclization of nitrile imines generated photochemically. The reaction mechanisms and LFP experiments will be discussed.

sydnones; nitrile imines; 1; 7-electrocyclization; intramolecular reactions; photochemistry; laser flash photolysis; quinoline; benzodiazepine

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