Ni(II)-Catalyzed C(sp2)-H Alkynylation/Annulation with Terminal Alkynes under an Oxygen Atmosphere: A One-Pot Approach to 3-Methyleneisoindolin-1-one

被引:71
作者
Zheng, Xin-Xiang [1 ]
Du, Cong [1 ]
Zhao, Xue-Mei [1 ]
Zhu, Xinju [1 ]
Suo, Jian-Feng [1 ]
Hao, Xin-Qi [1 ]
Niu, Jun-Long [1 ]
Song, Mao-Ping [1 ]
机构
[1] Zhengzhou Univ, Coll Chem & Mol Engn, Zhengzhou 450001, Peoples R China
基金
中国国家自然科学基金;
关键词
C-H BONDS; 1ST TOTAL-SYNTHESIS; ALIPHATIC AMIDES; OXIDATIVE ALKENYLATION/ANNULATION; STEREOSELECTIVE-SYNTHESIS; CATALYZED CYCLIZATION; ANNULATION; ACTIVATION; C(SP(3))-H; ALKENES;
D O I
10.1021/acs.joc.6b00129
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A nickel(II)-catalyzed alkynylation/annulation cascade via double C-H cleavage has been successfully achieved. This methodology adopted a removable N,O-bidentate directing group with a broad range of amide substrates and terminal alkynes being well tolerated. The catalytic system allowed for atom-economical and environmentally benign one-pot construction of the corresponding 3-methyleneisoindolin-1-one derivatives using O-2 as the external oxidant.
引用
收藏
页码:4002 / 4011
页数:10
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