Journal
ORGANIC LETTERS
Volume 15, Issue 11, Pages 2746-2749Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol4010799
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- Grants-in-Aid for Scientific Research [23550243] Funding Source: KAKEN
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The electroreductive coupling of 1-alkoxycarbonyl-3-methoxycarbonylindoles with aromatic ketones in the presence of chlorotrimethylsilane gave cis-adducts stereoselectively. The cis-adducts were readily transformed to trans-adducts by treatment with catalyst DBU. On the other hand, the electroreductive coupling of 1-methyl-3-methoxycarbonylindole with aliphatic ketones in isopropanol afforded trans-adducts exclusively. The adducts are the precursors for the synthesis of 2-substituted 3-methoxycarbonylindoles and indolines.
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