Beilstein J. Org. Chem.2008,4, No. 10, doi:10.3762/bjoc.4.10
heterocycles is evidently valuable in diversity oriented synthesis.
The scope of this cyclization was next examined. From three aldehydes, eight amines, five carboxylic acids, and three isocyanides, Ugi-adducts were prepared and their subsequent palladium-catalyzed cyclization was investigated. The results are
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Graphical Abstract
Scheme 1:
Two-step synthesis of dihydrophenanthridines 1.
Beilstein J. Org. Chem.2007,3, No. 31, doi:10.1186/1860-5397-3-31
use of some isocyanides for the syntheses of trisubstituted pyrroles prompts us to disclose our efforts in this area. [16]
Results and Discussion
The cycloaddition of TosMIC 2 to 3,3-di(methylsulfanyl)-1-phenyl-2-propen-1-one 1a was taken as a test case to evaluate the cycloaddition and to arrive at
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Graphical Abstract
Scheme 1:
Cycloaddition of TosMIC to AKDTAs provide 2,3,4-trisubstituted pyrroles 3 and imidazole 4.