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

Fengtao Zhou, Liangbing Fu, Jiajia Wie, Ke Ding & Qian Cai
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.

2 Related Works

CCDC 855908: Experimental Crystal Structure Determination

Fengtao Zhou, Liangbing Fu, Jiajia Wie, Ke Ding & Qian Cai
Related Article: Fengtao Zhou, Liangbing Fu, Jiajia Wie, Ke Ding, Qian Cai|2011|Synthesis|2011|3037|doi:10.1055/s-0030-1260171

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

Fengtao Zhou, Liangbing Fu, Jiajia Wie, Ke Ding & Qian Cai
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.

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