Synthesis of 4-Oxoindeno[1,2-b]pyrroles through Copper-Catalyzed Tandem Reactions of 1-(2-Haloaryl)enones with Isocyanides

Abstract

Copper-catalyzed tandem reactions of 1-(2-haloaryl)­-enones with isocyanides for the synthesis of 4-oxoindeno[1,2-b]pyrroles are described. Highly reactive cyclic organocopper intermediates are generated in the copper-catalyzed [3+2]-cycloaddition reactions of isocyanides to double or triple bonds. Successful intramolecular trapping of the organocopper intermediates led to the efficient formation of 4-oxoindeno[1,2-b]pyrroles.

copper-catalyzed - isocyanide - enones - pyrroles

References

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<A NAME="RH59411SS-9">9</A>

For details, see the Primary Data.

<A NAME="RH59411SS-10">10</A>

No fully substituted product 6 was detected without adding CuI as the catalyst.