Synthesis and Photochemistry of 2, 2??Dimethyl??3 (2H)??thiophenone, a Ketonic Tautomer of 3??Hydroxythiophene. Preliminary Communication

…, R Ghaffari??Tabrizi, H Hombrecher, S Lau…

Index: Anklam, Elke; Ghaffari-Tabrizi, Ramin; Hombrecher, Hermann; Lau, Sabine; Margaretha, Paul Helvetica Chimica Acta, 1984 , vol. 67, p. 1402 - 1405

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Citation Number: 17

Abstract

Abstract On irradiation (λ= 366 nm), the 4-thia-2-cyclopentenone 3a behaves in complete analogy to the oxa-enone 3c undergoing regio-and stereospecific cyclodimerization, regiospecific cycloaddition with 2-methylpropene and cycloaddition with 2, 3-dimethyl-2- butene to afford cyclobutane derivatives. In contrast, the 4-aza-2-cyclopentenone 3b does not undergo the above-mentioned reactions but only slow photodecomposition.