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通过无金属串联方法,由芳基重氮盐、腈和 2-氰基苯胺合成取代的喹唑啉-4(3H)-亚胺。

Synthesis of Substituted Quinazolin-4(3H)-imines From Aryldiazonium Salts, Nitriles and 2-Cyanoanilines via A Metal-Free Tandem Approach.

机构信息

Department of Chemistry, National Taiwan University , Taipei 106, Taiwan.

出版信息

Org Lett. 2017 Nov 3;19(21):5840-5843. doi: 10.1021/acs.orglett.7b02822.

Abstract

A transition metal-free synthesis of multisubstituted quinazolin-4(3H)-imines has been realized by the direct reaction of aryldiazonium salts, nitriles, and 2-cyanoanilines in a one-pot fashion. This strategy utilizes the in situ formation of reactive N-arylnitrilium intermediate, which undergoes further tandem cyclization with consecutive formation of N-C bonds. Broad functional group compatibility, mild conditions, shorter time, and operational simplicity are the notable features of this report.

摘要

通过芳基重氮盐、腈和 2-氰基苯胺一锅法直接反应,实现了多取代喹唑啉-4(3H)-亚胺的无过渡金属合成。该策略利用了反应性 N-芳基硝鎓中间体的原位形成,其进一步进行串联环化,连续形成 N-C 键。本报告的显著特点是具有广泛的官能团相容性、温和的条件、较短的时间和操作简单。

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