Tetrahedron Letters

Facile synthesis of substituted isoquinolines

MY Chang, MH Wu, NC Lee, MF Lee

Index: Chang, Meng-Yang; Wu, Ming-Hao; Lee, Nein-Chia; Lee, Ming-Fang Tetrahedron Letters, 2012 , vol. 53, # 16 p. 2125 - 2128

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Citation Number: 10

Abstract

A facile three-step protocol toward methoxy isoquinolines 7 starting with substituted 2- allylbenzaldehydes 9 was described. The overall synthetic process of skeleton 7 was carried out using the Grignard addition, PCC-oxidation, and one-pot oxidative cleavage of the olefinic group of skeleton 9 with OsO4–NaIO4 followed by the condensation of the resulting 1, 5-dicarbonyl compounds with NH4OAc. Skeleton 9 was prepared in high yield via the ...