Manganese-Catalyzed [4+2] Annulation of N-H Amidines with Vinylene Carbonate via C-H Activation

被引:33
作者
Li, Yudong [1 ,2 ]
Wang, Huan [1 ,2 ]
Li, Ying [1 ]
Li, Yang [1 ,2 ]
Sun, Yuxia [1 ]
Xia, Chungu [1 ]
Li, Yuehui [1 ]
机构
[1] Chinese Acad Sci, Ctr Excellence Mol Synth, Suzhou Res Inst LICP, Lanzhou Inst Chem Phys LICP,State Key Lab Oxo Syn, Lanzhou 730000, Peoples R China
[2] Univ Chinese Acad Sci, Beijing 100049, Peoples R China
关键词
BOND ACTIVATION; ALKYNES; ACCESS; ALKENYLATION; ISOQUINOLINE; IMIDAMIDES; ARYLATION; INDOLES; FUNCTIONALIZATION; DERIVATIVES;
D O I
10.1021/acs.joc.1c02473
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Manganese-catalyzed C-H bond functionalization of aryl amidines for the synthesis of 1-aminoisoquinolines in the presence of vinylene carbonate has been developed. The reaction features a broad substrate scope and proceeds under mild reaction conditions with only the carbonate anion as the byproduct.
引用
收藏
页码:18204 / 18210
页数:7
相关论文
共 76 条
[71]   Mn-Catalyzed Aromatic C-H Alkenylation with Terminal Alkynes [J].
Zhou, Bingwei ;
Chen, Hui ;
Wang, Congyang .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2013, 135 (04) :1264-1267
[72]   Preparation of Benzo[c]carbazol-6-amines via Manganese-Catalyzed Enaminylation of 1-(Pyrimidin-2-yI)-1H-indoles with Ketenimines and Subsequent Oxidative Cyclization [J].
Zhou, Xiaorong ;
Li, Zhenmin ;
Zhang, Zhiyin ;
Lu, Ping ;
Wang, Yanguang .
ORGANIC LETTERS, 2018, 20 (05) :1426-1429
[73]   One-Pot C-H Formylation Enabled by Relay Catalysis of Manganese(I) and Iron(III) [J].
Zhu, Can ;
Pinkert, Tobias ;
Gressies, Steffen ;
Gloriuse, Frank .
ACS CATALYSIS, 2018, 8 (11) :10036-10042
[74]   Highly Selective Manganese(I)/Lewis Acid Cocatalyzed Direct C-H Propargylation Using Bromoallenes [J].
Zhu, Can ;
Schwarz, Jonas Luca ;
Cembellin, Sara ;
Gressies, Steffen ;
Glorius, Frank .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2018, 57 (02) :437-441
[75]   Manganese(I)-Catalyzed C-H Activation/Diels-Alder/retro-Diels-Alder Domino Alkyne Annulation featuring Transformable Pyridines [J].
Zhu, Cuiju ;
Kuniyil, Rositha ;
Ackermann, Lutz .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2019, 58 (16) :5338-5342
[76]   D Manganese(II/III/I)-Catalyzed C-H Arylations in Continuous Flow [J].
Zhu, Cuiju ;
Oliveira, Joao C. A. ;
Shen, Zhigao ;
Huang, Huawen ;
Ackermann, Lutz .
ACS CATALYSIS, 2018, 8 (05) :4402-4407