期刊
ORGANIC LETTERS
卷 20, 期 22, 页码 6984-6989出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b02725
关键词
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资金
- Deutsche Forschungsgemeinschaft [GRK 1626]
- Alexander von Humboldt Foundation
- China Scholarship councel (CSC)
A visible-light-mediated radical tandem cyclization of ortho-isocyano-alpha-bromo cinnamates to 2-substituted indole-3-glyoxylates is achieved by formation of both C-C/C-S and C-O bonds. The reaction proceeds through a hitherto unprecedented bromine- or methoxy-group-promoted umpolung back electron transfer from an a-carbonyl radical to the photocatalyst. This method allows preparation of diverse 2-arylated or 2-thioarylated indole-3-glyoxylates. The glyoxylate group installed in the products can be utilized for several biologically relevant manipulations.
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