Article ID Journal Published Year Pages File Type
5272982 Tetrahedron Letters 2013 5 Pages PDF
Abstract

Two selectively 18O-labeled phthalides containing 18O either in the carbonyl (i.e., C18O) or in the alkoxy group (i.e., OC-18O) of the lactone ring were prepared in good yields (ca. 70%) from the corresponding methyl 2-(bromomethyl)benzoate and its selectively C18O labeled derivative, respectively, using water-assisted cyclization. The reaction mechanism involving formation of a cyclic carboxonium bromide and its water-assisted decomposition to the lactone is proposed.

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Physical Sciences and Engineering Chemistry Organic Chemistry
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