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Synthesis of Oxazines and Dioxanes from Aziridines and Epoxides
S. Bhadra, L. Adak, S. Samanta, A. K. M. M. Islam, M. Mukherjee, B. C. Ranu*
Indian Association for the Cultivation of Science, Kolkata and Saha Institute of Nuclear Physics, Kolkata, India
16 February 2011 (online)
Alumina-supported copper(II) (Cu/Al2O3) catalyzed the regioselective ring opening of aziridines 2 and epoxides 4 and the subsequent cyclization with ortho-iodo phenols 1 to give the corresponding 1,4-benzoxadines 3 in up to 98% yield (18 examples) and 1,4-benzodioxanes 5 in up to 81% yield (9 examples), respectively.