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银催化的氨基-1,2,3-三唑与 2-炔基苯甲醛的级联环化反应:一种获得五环稠合三唑的方法。

Silver-Catalyzed Cascade Cyclization of Amino--1,2,3-Triazoles with 2-Alkynylbenzaldehydes: An Access to Pentacyclic Fused Triazoles.

机构信息

Faculty of Science, Kunming University of Science and Technology, South Jingming Road 727, Chenggong District, Kunming 650500, China.

出版信息

Molecules. 2022 Nov 4;27(21):7567. doi: 10.3390/molecules27217567.

Abstract

An operationally simple Ag(I)-catalyzed approach for the synthesis of isoquinoline and quinazoline fused 1,2,3-triazoles was developed by a condensation and amination cyclization cascade of amino--1,2,3-triazoles with 2-alkynylbenzaldehydes involving three new - bond formations in one manipulation, in which the group of - of the triazole ring serves as a nucleophile to form the quinazoline skeleton. The efficient protocol can be applied to a variety of substrates containing a range of functional groups, delivering novel pentacyclic fused 1,2,3-triazoles in good-to-excellent yields.

摘要

开发了一种可操作简单的 Ag(I)催化方法,通过氨基-1,2,3-三唑与 2-炔基苯甲醛的缩合和胺化环化级联反应,合成了异喹啉和喹唑啉稠合的 1,2,3-三唑,在一次操作中涉及三个新的 C-N 键形成,其中三唑环的基团作为亲核试剂形成喹唑啉骨架。该高效的方案可应用于多种含有一系列官能团的底物,以良好至优异的收率得到新型的五元稠合 1,2,3-三唑。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c54f/9655256/d8b71ce5d4c4/molecules-27-07567-g001.jpg

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