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- W2063864204 abstract "The sodium hydride mediated cyclization of arylacetonitriles with oxalic acid bis(imidoyl) dichlorides, aza-analogues of oxalyl chloride, afforded functionalized 2-alkylidene-3-iminoindoles with very good regio- and E/Z selectivity. Excellent chemoselectivities were observed for functionalized substrates. Based on these results a domino cyclization-lactamization reaction of bis(imidoyl) chlorides with methyl 2-(cyanomethyl)benzoate was developed. This process allowed a convenient one-pot synthesis of indolo[1,2-b]isoquinolin-5-ones related to tryptanthrin. A new and convenient synthesis of delta-carbolines by intramolecular electrocyclization-elimination reactions of 2-alkylidene-3-iminoindoles was developed. It was shown that delta-carbolines selectively bind to triplex or duplex DNA (intercalation). Indirubine analogues were prepared by deprotection and lactonization of functionalized 2-alkylidene-3-iminoindoles." @default.
- W2063864204 created "2016-06-24" @default.
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- W2063864204 date "2003-08-07" @default.
- W2063864204 modified "2023-10-11" @default.
- W2063864204 title "Efficient Synthesis of 2-Alkylidene-3-iminoindoles, Indolo[1,2-b]isoquinolin-5-ones,δ-Carbolines, and Indirubines by Domino and Sequential Reactions of Functionalized Nitriles" @default.
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- W2063864204 doi "https://doi.org/10.1002/chem.200204566" @default.
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