International audienceThe first polymerization exploiting the carbenic reactivity of homogeneous gold catalysis has been devised. In the presence of a gold catalyst, monomers incorporating both a propargylic ester and an alkene moiety polymerized through a metallocarbene generation/cyclopropanation sequence to afford the corresponding macromolecules. This approach constitutes an unprecedented example of cyclopropanation-based polymerization and allows access to original macro-molecule skeletons
A silver trifluoromethanesulfonate catalyzed efficient access to the indolylpyranoquinoline scaffold is reported. Starting from 2alkynylquinoline-3-carbaldehyde units with various substitution patterns on the quinoline and alkynyl parts, the use of silver trifluoromethanesulfonate (10 mol%) in 1,2-dichloroethane allowed a domino hydroarylation/cycloisomerization reaction, generating (hetero)arylfunctionalized pyranoquinolines. The heteroarenes that were used are N-methylindole (18 compounds, 67-100%), indole, and 2-methylindole (4 compounds, 36-89%), and the reaction was also compatible to a lesser extent with arenes such as pyrroles (5 compounds, 43-90%), 1,3,5-trimethoxybenzene, and 3-methylbenzofuran.
To synthesize unsubstituted pyrrolo [3Ј,4Ј:5,6] pyrido[2,3-d]-pyrimidine-2,4,6,8-tetraone, we have developed new synthon 4-formyl-3-hydroxy-2,5-dioxo-2,5-dihydro-1H-pyrrole, which was then treated under mild conditions with 6-aminouracil. This new synthetic pathway could be extended to the preparation of N 7 -selectively substituted heterocycles by starting either from this new synthon or from its N-substi-
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