Enones as Alkenyl Reagents via Ligand-Promoted C-C Bond Activation
文献类型：期刊论文
| 作者 | Li, Hanyuan1; Wang, Mei-Ling1; Liu, Yu-Wen2; Li, Ling-Jun1; Xu, Hui1; Dai, Hui-Xiong1
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| 刊名 | ACS CATALYSIS
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| 出版日期 | 2021-12-12 |
| 页码 | 82-88 |
| 关键词 | C-C bond activation enone olefination Pd-catalyzed late-stage diversification |
| ISSN号 | 2155-5435 |
| DOI | 10.1021/acscatal.1c04010 |
| 通讯作者 | Dai, Hui-Xiong(hxdai@simm.ac.cn) |
| 英文摘要 | Complementary to C-H bond activation, C-C bond activation has emerged over the past few years as an increasingly powerful tool to access and modify complex molecules. Ketones, owing to their versatility and availability, provide a significant platform for C-C bond activating reactions. Herein, we reported a beta-carbon elimination strategy for alkene(sp(2))-C(O) bonds to realize the olefination of unstrained enones via a vinyl palladium species, which delivers a series of conjugated polyene compounds. The protocol features broad substrate scope, functional group tolerance, and can be extended to dibenzylideneacetone (dba) substrates for olefination, alkynylation, arylation, and amination, which demonstrates the generality of the approach and affords two valuable products in one pot. Furthermore, the modification of natural products (beta-ionone and acetyl cedrene) and synthesis of natural products (piperine, lignarenone, novenone) highlight the potential utility of the reaction. |
| WOS关键词 | CARBON-CARBON BONDS ; HECK REACTION ; CATALYZED FUNCTIONALIZATION ; MECHANISTIC INSIGHTS ; ALARM PHEROMONES ; ARYL KETONES ; CLEAVAGE ; DECARBONYLATION ; CYCLIZATIONS ; EFFICIENT |
| 资助项目 | Shanghai Institute of Materia Medica ; Chinese Academy of Sciences ; NSFC[21772211] ; NSFC[21920102003] ; Youth Innovation Promotion Association CAS[2014229] ; Youth Innovation Promotion Association CAS[2018293] ; Science and Technology Commission of Shanghai Municipality[17JC1405000] ; Science and Technology Commission of Shanghai Municipality[21ZR1475400] ; Science and Technology Commission of Shanghai Municipality[18431907100] ; Program of Shanghai Academic Research Leader[19XD1424600] ; National Science & Technology Major Project Key New Drug Creation and Manufacturing Program, China[2018ZX09711002-006] |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:000731618900001 |
| 出版者 | AMER CHEMICAL SOC |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/299202]  |
| 专题 | 中国科学院上海药物研究所 |
| 通讯作者 | Dai, Hui-Xiong |
| 作者单位 | 1.Univ Chinese Acad Sci, Shanghai Inst Mat Med, Chinese Acad Sci Key Lab Receptor Res, Shanghai 201203, Peoples R China 2.Univ Sci & Technol China, NanoSci & Technol Inst, Suzhou 215123, Jiangsu, Peoples R China |
| 推荐引用方式 GB/T 7714 | Li, Hanyuan,Wang, Mei-Ling,Liu, Yu-Wen,et al. Enones as Alkenyl Reagents via Ligand-Promoted C-C Bond Activation[J]. ACS CATALYSIS,2021:82-88. |
| APA | Li, Hanyuan,Wang, Mei-Ling,Liu, Yu-Wen,Li, Ling-Jun,Xu, Hui,&Dai, Hui-Xiong.(2021).Enones as Alkenyl Reagents via Ligand-Promoted C-C Bond Activation.ACS CATALYSIS,82-88. |
| MLA | Li, Hanyuan,et al."Enones as Alkenyl Reagents via Ligand-Promoted C-C Bond Activation".ACS CATALYSIS (2021):82-88. |
入库方式： OAI收割
来源：上海药物研究所
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