CuOTf-Catalyzed Selective Generation of 2-Aminopyrimidines from Carbodiimides and Diaryliodonium Salts by a Triple C(sp(3))-H Functionalization
文献类型：期刊论文
| 作者 | Yan, Haihan1; Zhang, Wen-Xiong1,2; Xi, Zhenfeng1; Chi, Yue1 |
| 刊名 | CHEMISTRY-A EUROPEAN JOURNAL
 |
| 出版日期 | 2017 |
| 卷号 | 23期号:4页码:757-761 |
| 关键词 | 2-aminopyrimidines c(Sp(3))-h Functionalization Carbodiimide Diaryliodonium Salts Hydrogen Shift |
| ISSN号 | 0947-6539 |
| DOI | 10.1002/chem.201604739 |
| 文献子类 | Article |
| 英文摘要 | The selective C(sp(3))-H bond functionalization is an ideal and atom-economical method in organic synthesis. In this work, 2-aminopyrimidines are generated from a Cu-catalyzed reaction between carbodiimides and diaryliodonium salts, by cleavage of four C(sp(3))-H, one C-N, and one C=N bonds in the carbodiimides. It is the first triple C(sp(3))-H bond functionalization neighboring a C=N bond. The selective synthesis of 2-aminopyrimidines is controlled by the amount of the diaryliodonium salts. The novel mechanism involving a C-N formation/1,5-H shift/1,7-H shift/6 pi-electrocyclic ring-closing/aromatization is well elucidated by the detection of important intermediates and DFT calculations. |
| WOS关键词 | C-H FUNCTIONALIZATION ; DIRECT BETA-ARYLATION ; ONE-POT SYNTHESIS ; 1,1,3-TRIARYL-2-AZAALLYL ANIONS ; REGIOSELECTIVE ARYLATION ; BOND FUNCTIONALIZATION ; CASCADE ANNULATION ; DIRECTING GROUPS ; ACTIVATION ; ALKYNES |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:000395752500003 |
| 出版者 | WILEY-V C H VERLAG GMBH |
| 源URL | [http://cas-ir.dicp.ac.cn/handle/321008/169552]  |
| 专题 | 大连化学物理研究所_中国科学院大连化学物理研究所 |
| 通讯作者 | Zhang, Wen-Xiong; Xi, Zhenfeng |
| 作者单位 | 1.Peking Univ, Key Lab Bioorgan Chem & Mol Engn, BNLMS, Minist Educ,Coll Chem, Beijing 100871, Peoples R China 2.Nankai Univ, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China |
| 推荐引用方式 GB/T 7714 | Yan, Haihan,Zhang, Wen-Xiong,Xi, Zhenfeng,et al. CuOTf-Catalyzed Selective Generation of 2-Aminopyrimidines from Carbodiimides and Diaryliodonium Salts by a Triple C(sp(3))-H Functionalization[J]. CHEMISTRY-A EUROPEAN JOURNAL,2017,23(4):757-761. |
| APA | Yan, Haihan,Zhang, Wen-Xiong,Xi, Zhenfeng,&Chi, Yue.(2017).CuOTf-Catalyzed Selective Generation of 2-Aminopyrimidines from Carbodiimides and Diaryliodonium Salts by a Triple C(sp(3))-H Functionalization.CHEMISTRY-A EUROPEAN JOURNAL,23(4),757-761. |
| MLA | Yan, Haihan,et al."CuOTf-Catalyzed Selective Generation of 2-Aminopyrimidines from Carbodiimides and Diaryliodonium Salts by a Triple C(sp(3))-H Functionalization".CHEMISTRY-A EUROPEAN JOURNAL 23.4(2017):757-761. |
入库方式： OAI收割
来源：大连化学物理研究所
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