Cycloadditions of Noncomplementary Substituted 1,2,3-Triazines

被引：50
作者：
Anderson, Erin D.
Duerfeldt, Adam S.
Zhu, Kaicheng
Glinkerman, Christopher M.
Boger, Dale L. [1 ]
机构：
[1] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
来源：
ORGANIC LETTERS | 2014年 / 16卷 / 19期
基金：
美国国家卫生研究院;
关键词：
DIELS-ALDER REACTIONS; ASYMMETRIC TOTAL-SYNTHESIS; HETEROCYCLIC AZADIENES; THERMAL CYCLOADDITION; DIMETHYL 1,2,4,5-TETRAZINE-3,6-DICARBOXYLATE; (-)-PYRIMIDOBLAMIC ACID; RING-SYSTEM; ENAMINES; 1,2,4-TRIAZINES; VINBLASTINE;
D O I：
10.1021/ol502436n
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The scope of the [4 + 2] cycloaddition reactions of substituted 1,2,3-triazines, bearing noncomplementary substitution with electron-withdrawing groups at C4 and/or C6, is described. The studies define key electronic and steric effects of substituents impacting the reactivity, mode (C4/N1 vs C5/N2), and regioselectivity of the cycloaddition reactions of 1,2,3-triazines with amidines, enamines, and ynamines, providing access to highly functionalized heterocycles.
引用
收藏
页码：5084 / 5087
页数：4
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