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p-Toluenesulfonic acid mediated formal [3+3] cyclization of 3-indolylmethanols with 3-isothiocyanato oxindoles was realized. This transformation allowed for the synthesis of a series of novel tetrahydro-β-carboline-1-thione spirooxindoles in moderate to excellent… Click to show full abstract
p-Toluenesulfonic acid mediated formal [3+3] cyclization of 3-indolylmethanols with 3-isothiocyanato oxindoles was realized. This transformation allowed for the synthesis of a series of novel tetrahydro-β-carboline-1-thione spirooxindoles in moderate to excellent yields (up to 99%) with generally good diastereoselectivities (up to >20:1). The structure of one product was determined by an X-ray crystal structural analysis.
Keywords:
acid mediated;
mediated formal;
indolylmethanols isothiocyanato;
cyclization indolylmethanols;
formal cyclization;
isothiocyanato oxindoles
Journal Title: Journal of Heterocyclic Chemistry
Year Published: 2017
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Journal Title: Journal of Heterocyclic Chemistry
Year Published: 2017
Link to full text (if available)
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recommendations!