Synthesis of chromeno[2,3-b]carbazole and chromeno[3,2-f]indazole derivatives. A new class of indole- and pyrazole-fused polycyclic compounds using o-quinodimethane chemistry. A reactivity and regioselectivity computational study

@inproceedings{Terzidis2008SynthesisOC,
  title={Synthesis of chromeno[2,3-b]carbazole and chromeno[3,2-f]indazole derivatives. A new class of indole- and pyrazole-fused polycyclic compounds using o-quinodimethane chemistry. A reactivity and regioselectivity computational study},
  author={Michalis A. Terzidis and Constantinos A. Tsoleridis and Julia Stephanidou-Stephanatou},
  year={2008}
}
An efficient route to the new classes of derivatives tetrahydrochromeno[2,3-b]carbazoles and tetrahydrochromeno[3,2-f]indazoles has been developed. The cycloaddition reactions of chromones 3 and 4 with indole-o-quinodimethane 2 gave a diastereomeric mixture of Diels– Alder cycloadducts 5–8 in good yields, whereas the corresponding reactions of chromones 3 with pyrazole-o-quinodimethane 10 were more regioselective giving only cycloadducts 11 and 12 along with a small amount of the oxidation… CONTINUE READING

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