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2005
Multi-membered N-heterocycles
R 0690
Palladium- and Copper-Catalyzed Synthesis of Medium- and Large-Sized
Dihydroazaphenanthrenes and 1,4-Benzodiazepine-2,5-diones. Con11- 167 Ring-Fused
trol of Reaction Pathway by Metal-Switching. — A detailed account on the previously published synthesis of the title compounds is presented. In connection with the
Ugi 4-component reaction complex cyclic scaffolds can be prepared in two steps from
simple starting materials. Special emphasis is given for the possibility to use a
ligand-free Pd-catalyst in this reaction. Changing the metal from Pd to Cu allows for
efficient preparation of a different scaffold from the same starting materials, cf. formation of compounds (IV) and (XI). — (CUNY, G.; BOIS-CHOUSSY, M.; ZHU*, J.; J.
Am. Chem. Soc. 126 (2004) 44, 14475-14484; Inst. Chim. Subst. Nat., CNRS,
F-91198 Gif-sur-Yvette, Fr.; Eng.) — Nuesgen
2005
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