Cu(I)-Catalyzed Synthesis of Furan-Substituted Allenes by Use of Conjugated Ene-yne Ketones as Carbene Precursors
文献类型：期刊论文
| 作者 | Ma, Chen2; Wang, Jianbo1; Hu, Fangdong1; Xia, Ying1; Zhang, Yan1 |
| 刊名 | JOURNAL OF ORGANIC CHEMISTRY
 |
| 出版日期 | 2016-04-15 |
| 卷号 | 81期号:8页码:3275-3285 |
| ISSN号 | 0022-3263 |
| DOI | 10.1021/acs.joc.6b00236 |
| 文献子类 | Article |
| 英文摘要 | The synthesis of furan-substituted allenes using conjugated ene-yne ketones as carbene source has been developed. For this reaction, bases play vital roles in controlling the reaction pathways, allowing for access to two types of allene products through trapping of different electrophiles. Mechanistically, the catalytic procedure generated a Cu(I) (2-furyl)carbene intermediate, which is subsequently followed by a migratory insertion process to afford nucleophilic organo copper species. The organocopper species thus generated can be trapped by proton or ally! halide, affording tri- or tetrasubstituted allenes, respectively. The reaction, which is characterized by its mild reaction conditions and the utilization of cheap copper(1) iodide as catalyst, allows for synthesis of a variety of furan-substituted allenes with a wide range of functional groups tolerance. |
| WOS关键词 | OXIDATION/1,2-ALKYNYL MIGRATION/CYCLIZATION CASCADE ; ALPHA-DIAZOCARBONYL COMPOUNDS ; TERMINAL ALKYNES SYNTHESIS ; METAL-CATALYZED REACTIONS ; H BOND FUNCTIONALIZATION ; MIGRATORY INSERTION ; N-TOSYLHYDRAZONES ; ORGANIC-SYNTHESIS ; DIAZO-COMPOUNDS ; ACTIVATION |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:000374436900023 |
| 出版者 | AMER CHEMICAL SOC |
| 源URL | [http://cas-ir.dicp.ac.cn/handle/321008/170756]  |
| 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 | Wang, Jianbo |
| 作者单位 | 1.Peking Univ, Beijing Natl Lab Mol Sci, Key Lab Bioorgan Chem & Mol Engn, Minist Educ,Coll Chem, Beijing 100871, Peoples R China 2.Shandong Univ, Sch Chem & Chem Engn, Jinan 250100, Peoples R China |
| 推荐引用方式 GB/T 7714 | Ma, Chen,Wang, Jianbo,Hu, Fangdong,et al. Cu(I)-Catalyzed Synthesis of Furan-Substituted Allenes by Use of Conjugated Ene-yne Ketones as Carbene Precursors[J]. JOURNAL OF ORGANIC CHEMISTRY,2016,81(8):3275-3285. |
| APA | Ma, Chen,Wang, Jianbo,Hu, Fangdong,Xia, Ying,&Zhang, Yan.(2016).Cu(I)-Catalyzed Synthesis of Furan-Substituted Allenes by Use of Conjugated Ene-yne Ketones as Carbene Precursors.JOURNAL OF ORGANIC CHEMISTRY,81(8),3275-3285. |
| MLA | Ma, Chen,et al."Cu(I)-Catalyzed Synthesis of Furan-Substituted Allenes by Use of Conjugated Ene-yne Ketones as Carbene Precursors".JOURNAL OF ORGANIC CHEMISTRY 81.8(2016):3275-3285. |
入库方式： OAI收割
来源：大连化学物理研究所
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