In the presence of copper sulfate, the three or four-component reactions of 2-methylindole, aromatic aldehydes and various cyclic dienophiles in refluxing toluene afforded diverse spirotetrahydrocarbazoles. This reaction is a important development of Levy reaction by using 2-methylindole to replacing ethyl indole-2-acetate and successfully provided facile access to important polysubstituted spiro[carbazole-3,3'-indolines], spiro[carbazole-2,3'-indolines], spiro[carbazole-3,5'-pyrimidines] and spiro[carbazole-3,1'-cycloalkanes] in satisfactory yields and with high diastereoselectivity.
Keywords: Tetrahydrocarbazole; indole; spirooxindole; indolo-2,3-quinodimethane; Diels-Alder reaction; Levy reaction. .
|Format: PDF||Size: 8.9 MB||Download|
When a peer-reviewed version of this preprint is available, this information will be updated in the information box above. If no peer-reviewed version is available, please cite this preprint using the following information:
Zhan, S.-C.; Fang, R.-J.; Sun, J.; Yan, C.-G. Beilstein Arch. 2022, 202235. doi:10.3762/bxiv.2022.35.v1
|Download RIS (Reference Manager)||Download BIB (BIBTEX)|