isothiazolo[3,2-b]-1,3,4-oxadiazole-5,5-dioxide: synthesis of a new heteropentalene system

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2006 Oxadiazole derivatives R 0290 Isothiazolo[3,2-b]-1,3,4-oxadiazole-5,5-dioxide: Synthesis of a New Heteropenta- lene System. — Cyclocondensation of 2-methyl-thiocyanato-2-butenal with aroyl hy- drazides gives the novel azomethine imines (III). Their oxidation with hydrogen per- oxide is studied under different reaction conditions. Electrocyclization of hydrosultams (V) derived from oxidation products (IV) provides hitherto unknown heteropentalenes (VI). — (SCHMIDT, S.; KOLBERG, A.; HENNIG, L.; HUNGER, J.; SCHULZE*, B.; Heterocycles 65 (2005) 11, 2705-2720; Inst. Org. Chem., Univ. Leipzig, D-04103 Leipzig, Germany; Eng.) — Mais 13- 141

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Page 1: Isothiazolo[3,2-b]-1,3,4-oxadiazole-5,5-dioxide: Synthesis of a New Heteropentalene System

2006

Oxadiazole derivativesR 0290 Isothiazolo[3,2-b]-1,3,4-oxadiazole-5,5-dioxide: Synthesis of a New Heteropenta-

lene System. — Cyclocondensation of 2-methyl-thiocyanato-2-butenal with aroyl hy-drazides gives the novel azomethine imines (III). Their oxidation with hydrogen per-oxide is studied under different reaction conditions. Electrocyclization of hydrosultams (V) derived from oxidation products (IV) provides hitherto unknown heteropentalenes (VI). — (SCHMIDT, S.; KOLBERG, A.; HENNIG, L.; HUNGER, J.; SCHULZE*, B.; Heterocycles 65 (2005) 11, 2705-2720; Inst. Org. Chem., Univ. Leipzig, D-04103 Leipzig, Germany; Eng.) — Mais

13- 141