Pradhan, Sajan ; Shahi, Chandan Kumar ; Bhattacharyya, Aditya ; Chauhan, Navya ; Ghorai, Manas K. (2017) Syntheses of Tetrahydrobenzoazepinoindoles and Dihydrobenzodiazepinoindoles via Ring-Opening Cyclization of Activated Aziridines with 2-(2-Bromophenyl)-1H-indoles Organic Letters, 19 (13). pp. 3438-3441. ISSN 1523-7060
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Official URL: http://doi.org/10.1021/acs.orglett.7b01397
Related URL: http://dx.doi.org/10.1021/acs.orglett.7b01397
Abstract
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%).
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society. |
| ID Code: | 117092 |
| Deposited On: | 15 Apr 2021 07:44 |
| Last Modified: | 15 Apr 2021 07:44 |
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