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[摘要]：The regioselective synthesis of N-carbomethoxy-2-alkoxyindolenines and alpha-alkoxyindoles is reported. Bromination of indole 5 with NBS/AIBN/CCl4 gave alpha-bromoindole 6 which after treatment with ROH/3 angstrom molecular Sieves afforded (Z-) and (E)-2-alkoxyindolenines 8a-d as the main products, together with minor amounts of alpha-alkoxyindoles 9a-d. The reversed regioselectivity was achieved in the absence of molecular Sieves to give alpha-alkoxyindoles 9a-d as the main products, while no traces of Z- or E-8a-d were detected. |
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