Abstract
(A) The reaction of aliphatic esters with aliphatic and aromatic nitriles in presence of Tf2O affords 4-alkoxypyrimidines. This reaction proceeds through the intermediacy of alkoxy (trifloxy) carbenium ions 6 and leads to isoquinolines in case of arylacetic acid esters. 7 A similar reaction with ketones offers a broad scope for the preparation of functionalised pyrimidines. 8 (B) The iminium and iminotriflates derived from the treatment of secondary and tertiary amides has opened up broad avenues for transformations of the amide functionality. These salts are versatile reagents that can react with various N-, O- and S-nucleophiles, thereby transforming amide group into other functionalities. 9 This document was downloaded for personal use only. Unauthorized distribution is strictly prohibited.
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