The reactions of 4-t-butyl-1,2-benzoquinone (9a), 4-methyl-1,2-benzoquinone (9b), and 1,2-benzoquinone (9c) with various enamines (10) and (11) are reported. Hydroxybenzodioxins (13) and (14) are isolated in most cases, and their conformational analyses are discussed. The reaction rates of 4-t-butyl-1,2-benzoquinone (9a) with the enamines (10a) and (10b) have been measured and an ionic mechanism is proposed.
Y. Omote, A. Tomotake and C. Kashima, J. Chem. Soc., Perkin Trans. 1, 1988, 151 DOI: 10.1039/P19880000151
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