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Efficient cyclodehydration of dicarboxylic acids with oxalyl chloride

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Abstract Literature examples illustrating the use of oxalyl chloride to prepare dicarboxylic acid anhydrides are surprisingly limited. At the same time, we have discovered a method involving the use of… Click to show full abstract

Abstract Literature examples illustrating the use of oxalyl chloride to prepare dicarboxylic acid anhydrides are surprisingly limited. At the same time, we have discovered a method involving the use of this readily available reagent which allowed the preparation of novel cyclic anhydrides where other, more conventional, methods had failed. Herein, we demonstrate that the method is applicable to a wide diversity of substrates, delivers good to excellent yields of cyclic anhydrides without chromatographic purification and can be considered a synthetic tool of choice whenever dicarboxylic acid cyclodehydration is required.

Keywords: efficient cyclodehydration; acids oxalyl; cyclodehydration dicarboxylic; oxalyl chloride; cyclodehydration; dicarboxylic acids

Journal Title: Tetrahedron Letters
Year Published: 2017

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