Skeletally Diverse Synthesis of Indole-Fused Diazocine and Diazepine Frameworks by One-Pot, Two-Component Cascade Reaction

Organic Letters
Tushar Ulhas ThikekarChung-Ming Sun


An expeditious and novel strategy has been explored for the synthesis of structurally diverse indole-fused diazocine and diazepine derivatives. A substrate-based diversification approach of methyl-3-aminoindole/indoline benzoates coupled with the Pictet-Spengler reaction and three different reaction cascades furnished indolodiazepine and indoloquinoxalines. The formation of indolodiazocines proceeds through an initial condensation followed by intramolecular alkylation.


Mar 13, 2003·Chemical Reviews·Douglas A HortonMark L Smythe
Mar 10, 2005·Chemical Reviews·Julia-Christina WasilkeGuillermo C Bazan
Jul 27, 2007·Bioorganic & Medicinal Chemistry Letters·Junichi SakakiMasaaki Kimura
Jan 10, 2009·Bioorganic & Medicinal Chemistry Letters·Ian StansfieldFrank Narjes
Jun 13, 2009·Mini Reviews in Medicinal Chemistry·Fernando Rodrigues de Sá AlvesCarlos Alberto Manssour Fraga
Oct 16, 2009·Journal of Medicinal Chemistry·Frank LoveringChristine Humblet
Jul 8, 2014·European Journal of Medicinal Chemistry·Aurélien PuteyBenoît Joseph

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