Syntheses of Tetrahydrobenzo­azepino­indoles and Dihydro­benzo­diazepino­indoles via Ring-Opening Cyclization of Activated Aziridines with 2‑(2-Bromo­phenyl)‑1H‑indoles

Two efficient, modular, step- and pot-economic strategies to access various 5,6,7,12-tetrahydro­benzo­[2,3]­azepino­[4,5-b]­indoles and 6,7-dihydro-5H-benzo­[5,6]­[1,4]­diazepino­[1,7-a]­indoles are disclosed that advance via SN2-type regioselective ring opening of enantiopure aziridines with 2-(2-bromophenyl)-1H-indoles at their C3 and indolyl N centers, respectively, followed by Cu-mediated C–N cyclization which furnishes the products in excellent yields with outstanding enantiomeric excesses (up to >99%).