Stereospecific Synthesis of Highly Substituted Piperazines via an One-Pot Three Component Ring-Opening Cyclization from N-Activated Aziridines, Anilines, and Propargyl Carbonates

Chauhan, Navya ; Pradhan, Sajan ; Ghorai, Manas K (2019) Stereospecific Synthesis of Highly Substituted Piperazines via an One-Pot Three Component Ring-Opening Cyclization from N-Activated Aziridines, Anilines, and Propargyl Carbonates The Journal of Organic Chemistry, 84 (4). pp. 1757-1765. ISSN 0022-3263

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Official URL: http://doi.org/10.1021/acs.joc.8b02259

Related URL: http://dx.doi.org/10.1021/acs.joc.8b02259

Abstract

A simple and efficient one-pot three-component synthetic route to highly substituted and functionalizable piperazines in high yields with excellent stereoselectivity (de, ee >99%) is reported. The SN2-type ring-opening of N-activated aziridines by anilines followed by Pd-catalyzed annulation with propargyl carbonates gives rise to the final piperazine products.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
ID Code:117081
Deposited On:15 Apr 2021 07:41
Last Modified:15 Apr 2021 07:41

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