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The Diels−Alder Reactions of Quinone Imine Ketals:  A Versatile Synthesis of Highly Substituted 5-Methoxyindoles

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journal contribution
posted on 2001-09-26, 00:00 authored by Scott C. Banfield, Dylan B. England, Michael A. Kerr
N-Benzoylated quinone imine ketals undergo smooth cycloadditions in a [4 + 2] sense to yield the expected cycloadducts. The crude cycloadducts, when subjected to a short series of simple transformations, produce synthetically useful quantities of 5-methoxyindoles in excellent overall yields.