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路易斯酸性的氯化铁促进2-氮杂-Cope重排反应,在碳酸二甲酯中生成α-取代的高烯丙基胺。

Lewis acidic FeCl promoted 2-aza-Cope rearrangement to afford α-substituted homoallylamines in dimethyl carbonate.

作者信息

Gadde Karthik, Daelemans Jonas, Maes Bert U W, Abbaspour Tehrani Kourosch

机构信息

Organic Synthesis, Department of Chemistry, University of Antwerp Groenenborgerlaan 171 2020 Antwerp Belgium

出版信息

RSC Adv. 2019 Jun 7;9(31):18013-18017. doi: 10.1039/c9ra03277k. eCollection 2019 Jun 4.

Abstract

The iron(iii)-catalyzed efficient strategy for the synthesis of α-substituted homoallylamines was accomplished a cationic 2-aza-Cope rearrangement of aldimines, generated by condensation of commercially available aldehydes and easily synthesizable 1,1-diphenylhomoallylamines. This reaction features a broad substrate scope with high yields and is conducted in an eco-friendly solvent, dimethyl carbonate.

摘要

通过铁(III)催化,实现了一种高效合成α-取代高烯丙基胺的策略,该策略基于醛亚胺的阳离子2-氮杂-Cope重排反应,醛亚胺由市售醛与易于合成的1,1-二苯基高烯丙基胺缩合生成。该反应底物范围广,产率高,且在环保溶剂碳酸二甲酯中进行。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8ff3/9064679/d8b323ad7318/c9ra03277k-s1.jpg

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