Facile synthesis of indole- or benzofuran-fused benzo[a]carbazole-1,4-diones using a tandem two-step reaction sequence |
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Authors: | Shanghui Tu Chunyong Ding Wenxiang Hu Fulong Li Qizheng Yao Ao Zhang |
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Institution: | (1) Department of Chemistry, Seoul National University, Seoul, 151-747, Korea;(2) Department of Biophysics and Chemical Biology, Seoul National University, Seoul, 151-747, Korea; |
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Abstract: | Abstract An efficient three-step approach was developed to assemble indole- or benzofuran-fused benzocarbazole-1,4-diones in 42–53%
overall yield. This approach includes AgOAc-promoted oxidative cyclization of 2,6-di-bromocyclohexene-1,4-dione with indol-3-ylpropanoid
acid, condensation of the resulting bromocarbazole intermediates with phenols or anilines, followed by Pd(OAc)-catalyzed cyclization.
Such convenient synthetic protocol and the novelty of the corresponding products will largely assist our drug design and development
program. |
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