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Paper | Regular issue | Vol 26, No. 12, 1987, pp.3221-3227
Published online, 1st January, 1970
DOI: 10.3987/R-1987-12-3221
Photochemical Route to Cyclobut[b]isoxazolo[4,5-e]pyridine, a New Heterocyclic System

Giorgio Adembri, Donato Donati, Stefania Fusi, and Fabio Potticelli

*Istituto di Chimica Organica, Università di Siena, Pian dei Mantellini 44, 53100 Siena, Italy


Photochemical adducts between 3-carbamoyl- or 3-ethoxycarbonyl- 1-benzyl-1,4-dihydropyridine and CH2=CH-CN were transformed to derivatives of title compound (6a,b and 7a,b) via regio- and stereospecific 1,3-dipolar addition of p-C1-benzonitriloxide. Isomers 8 and 9 with inverted configuration at carbon bearing CN group can be obtained in EtOH/EtO- solution.