Cu(I)-catalyzed coupling of diaryldiazomethanes with terminal alkynes: an efficient synthesis of tri-aryl-substituted allenes

被引:25
|
作者
Wu, Chenggui [1 ,2 ]
Hu, Fangdong [2 ]
Liu, Zhenxing [2 ]
Deng, Guisheng [1 ]
Ye, Fei [2 ]
Zhang, Yan [2 ]
Wang, Jianbo [2 ]
机构
[1] Hunan Normal Univ, Coll Chem & Chem Engn, Changsha 410081, Hunan, Peoples R China
[2] Peking Univ, Coll Chem, Minist Educ, Key Lab Bioorgan Chem & Mol Engn, Beijing 100871, Peoples R China
基金
中国国家自然科学基金;
关键词
Cross-coupling; Diazo compounds; Allene; Terminal alkyne; Synthesis; ONE-POT SYNTHESIS; N-TOSYLHYDRAZONES; CATALYZED SYNTHESIS; DIAZO-COMPOUNDS; ALLENOATES; CHEMISTRY;
D O I
10.1016/j.tet.2015.10.043
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A highly efficient method for the synthesis of tri-aryl-substituted allenes has been developed through Cu(I)-catalyzed coupling of diaryldiazomethanes with terminal alkynes. The reaction is under mild conditions and uses simple and inexpensive CuI as the catalyst. Mechanistically, the reaction follows a pathway involving Cu(I) carbene migratory insertion. (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码:9196 / 9201
页数:6
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