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  4. Synthesis of dihydrophenanthridines by a sequence of Ugi-4CR and palladium-catalyzed intramolecular C-H functionalization
 
research article

Synthesis of dihydrophenanthridines by a sequence of Ugi-4CR and palladium-catalyzed intramolecular C-H functionalization

Bonnaterre, Florence
•
Bois-Choussy, Michele
•
Zhu, Jieping  
2008
Beilstein Journal of Organic Chemistry

The Ugi reaction of an o-iodobenzaldehyde, an aniline, an isocyanide, and a carboxylic acid afforded alpha -acetamido-alpha -phenylacetamide in good to excellent yields. The palladium-catalyzed intramol. C-H functionalization of these adducts under ligandless conditions provided the functionalized dihydrophenanthridines. Conclusion: Highly functionalized dihydrophenanthridines are synthesized in only two steps from readily accessible starting materials in good to excellent overall yields. [on SciFinder (R)]

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bjoc-1860-5397-4-10.pdf

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