Synthesis of Tetrasubstituted Enamines Using Secondary Amines and In Situ-Generated Allenes from Nitrocyclopropanes

被引:1
作者
Xu, Zhong-Yang [1 ]
Wei, Jian-Sheng [1 ]
Liu, Li [2 ]
Hu, Qing-Bo [1 ]
Zhu, Jin-Yao [1 ]
Zhou, Zhan-Yu [1 ]
Xia, Ai-Bao [1 ]
Xu, Dan-Qian [1 ]
机构
[1] Zhejiang Univ Technol, Catalyt Hydrogenat Res Ctr, State Key Lab Breeding Base Green Chem Synth Techn, Hangzhou 310014, Peoples R China
[2] Hangzhou Guangcheng Energy & Environm Technol Co L, Hangzhou 310006, Peoples R China
基金
浙江省自然科学基金;
关键词
STEREOSELECTIVE-SYNTHESIS; ASYMMETRIC-SYNTHESIS; MOLECULAR-OXYGEN; ALKENES; ACCESS; ESTERS; CYCLOPROPANES; CARZINOPHILIN; DERIVATIVES; REACTIVITY;
D O I
10.1021/acs.joc.4c00829
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel reaction of cyclic and acyclic secondary amines with in situ-generated allene intermediate species from nitro-substituted donor-acceptor cyclopropanes is reported. In the presence of a simple inorganic base, NaOH, tetrasubstituted enamine derivatives can be obtained in moderate to excellent yields. The reaction is operationally easy, features mild reaction conditions and simple inorganic bases, and is free of transition metals.
引用
收藏
页码:13868 / 13875
页数:8
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