Pradhan, Sajan ; Chauhan, Navya ; Shahi, Chandan K. ; Bhattacharyya, Aditya ; Ghorai, Manas K. (2020) Stereoselective Synthesis of Hexahydroimidazo[1,2-a]quinolines via SN2-Type Ring-Opening Hydroarylation–Hydroamination Cascade Cyclization of Activated Aziridines with N-Propargylanilines Organic Letters, 22 (20). pp. 7903-7908. ISSN 1523-7060
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Official URL: http://doi.org/10.1021/acs.orglett.0c02801
Related URL: http://dx.doi.org/10.1021/acs.orglett.0c02801
Abstract
A novel synthetic approach for the construction of 1,2,3,3a,4,5-hexahydroimidazo[1,2-a]quinolines in good yields (up to 75%) with excellent stereoselectivity (dr up to 94:6, ee up to >99%) under one-pot domino ring-opening cyclization (DROC) conditions has been developed. The DROC protocol proceeds through a Lewis acid catalyzed SN2-type ring-opening of activated aziridines with N-propargylanilines followed by intramolecular cyclization comprising concomitant hydroarylation and hydroamination steps in a domino fashion.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society. |
| ID Code: | 117076 |
| Deposited On: | 15 Apr 2021 07:40 |
| Last Modified: | 15 Apr 2021 07:40 |
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