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1,3-Thiazino[6,5-b]indol-4-one derivatives. The first synthesis of indole phytoalexin cyclobrassinon

✍ Scribed by Mojmı́r Suchý; Peter Kutschy; Milan Dzurilla; Vladimı́r Kováčik; Aldo Andreani; Juraj Alföldi


Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
62 KB
Volume
42
Category
Article
ISSN
0040-4039

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A new photocyclization approach to the r
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The analogs of indole phytoalexin cyclobrassinon have been prepared in four steps from corresponding 1-substituted 2-chloroindole-3-carboxylic acids, employing a hitherto unknown photochemical cyclization of new indolyl thiocarbamates to 1, 3-thiazino[6,5-b]indole-4-one derivatives as a key step.

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## Abstract We report a convenient approach for the synthesis of a new ring system: 4,5‐dihydro‐1,3‐thiazino[5,4‐__b__]indoles. The procedure involves the use of Lawesson's reagent in the presence of silica to achieve the one‐step ring‐closure reactions of 2‐benzoylamino‐3‐hydroxymethylindole inter