Synthesis of 1,4,5,6-tetrahydropyridazines and pyridazines via transition-metal-free (4+2) cycloaddition of alkoxyallenes with 1,2-diaza-1,3-dienes

被引:17
作者
Wu, Qi [1 ]
Shao, Pan-Lin [1 ,2 ]
He, Yun [1 ]
机构
[1] Chongqing Univ, Sch Pharmaceut Sci, Chongqing Key Lab Nat Prod Synth & Drug Res, 55 Daxuecheng South Rd, Chongqing 401331, Peoples R China
[2] Southern Univ Sci & Technol, Coll Innovat & Entrepreneurship, Shenzhen 518000, Peoples R China
基金
中国国家自然科学基金;
关键词
SITU GENERATED 1,2-DIAZA-1,3-DIENES; COPPER-CATALYZED HYDROAMINATION; ENANTIOSELECTIVE SYNTHESIS; REGIOSELECTIVE SYNTHESIS; ALLENES; KETENES; ANNULATION; PALLADIUM; STRATEGY; HOMOALLENYLAMIDES;
D O I
10.1039/c9ra02712b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We developed an economical and practical protocol for the synthesis of 1,4,5,6-tetrahydropyridazines. A diverse range of alkoxyallenes and 1,2-diaza-1,3-dienes undergo (4 + 2) cycloaddition to generate the desired products in excellent yields. The high efficiency, wide substrate scope and good functional group tolerance of this process, coupled with operational simplicity, render the method synthetically attractive. The utility of the cycloaddition is also demonstrated by the preparation of various pyridazines from 1,4,5,6-tetrahydropyridazines.
引用
收藏
页码:21507 / 21512
页数:6
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