6-exo versus 7-endo iodolactonizations of 2-(alkynyl)phenylacetic acids |
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Authors: | Mohamed Gomaa Ali Badry Mohammed FK |
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Institution: | School of Chemistry, Cardiff University, Main College, Park Place, Cardiff CF10 3AT, UK |
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Abstract: | Exposure of 2-alkynylphenylacetic acids to excess iodine in acetonitrile containing anhydrous potassium carbonate delivers good yields, either of the corresponding isochroman-3-ones or benzod]oxepin-2(1H)-ones, depending upon the alkyne substituent: when this is alkyl, the former 6-exo products dominate, otherwise the 7-endo products are formed largely or, more often, exclusively. |
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