30836-91-0Relevant articles and documents
Facile synthesis of substituted isoquinolines
Chang, Meng-Yang,Wu, Ming-Hao,Lee, Nein-Chia,Lee, Ming-Fang
, p. 2125 - 2128 (2012/07/14)
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 OsO 4-NaIO4 followed by the condensation of the resulting 1,5-dicarbonyl compounds with NH4OAc. Skeleton 9 was prepared in high yield via the known Claisen rearrangement of skeleton 8 and O-methylation. Papaverine 2 is also synthesized via the simple three-step synthetic protocol.