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Transformations of Isocarbostyrils for the Synthesis of Isoquinoline Alkaloids and the Related Analogues

A practical method for the synthesis of an isoquinoline alkaloid 6,7-dimethoxy-2-methylisoquinoline-1,3,4(2H)-trione and its analogues has been demonstrated. Two new methods for synthesizing substituted phthalonimides from the corresponding isocarbostyrils have been developed. Phthalonimide derivatives were obtained by the oxidation of isocarbostyrils protected with methoxymethyl and â,â,â-trichloroethoxymethyl groups. The direct oxidation of isocarbostyrils under different conditions was also investigated.
In addition, six dienes for potential use in the development of a [4+2] cycloaddition approach to galanthan tetracyclic ring system have been synthesized. These precursors and dienophiles are based on and drived from isoquinolines and isocarbostyrils.

Identiferoai:union.ndltd.org:TCU/oai:etd.tcu.edu:etd-07232008-163440
Date23 July 2008
CreatorsHuang, Yijun
ContributorsDavid E. Minter
PublisherTexas Christian University
Source SetsTexas Christian University
LanguageEnglish
Detected LanguageEnglish
Typetext
Formatapplication/pdf
Sourcehttp://etd.tcu.edu/etdfiles/available/etd-07232008-163440/
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