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Paper | Special issue | Vol 79, No. 1, 2009, pp.773-779
Published online, 10th November, 2008
DOI: 10.3987/COM-08-S(D)43
Studies toward Intramolecular Cycloaddition of o-Quinodimethane with an Oxazole Moiety

Yuji Matsuya,* Hongbo Qin, and Hideo Nemoto

*Faculty of Pharmaceutical Sciences, Toyama University, 2630 Sugitani, Toyama, Toyama 930-0194, Japan


Thermal reaction of benzocyclobutene derivatives having an oxazole moiety was investigated. Intramolecular [4+2] cycloaddition of o-quinodimethane, generated by thermolysis of the benzocyclobutene, with the oxazole did not proceed, and instead, [1,5]-sigmatropic rearrangement occurred dominantly.