Multisite modifications of arenes using ketones as removable handles enabled by Pd and norbornene cooperative catalysis
文献类型：期刊论文
| 作者 | Tao, Kai-Liang1; Wang, Xing2; Liu, Huan2,3,4; Chen, Wen-Qing1; Sun, Yi1; Zhang, Yun-Qian2,4; Li, Yu-Xi2,4; Wang, Zhen-Yu2; Ye, Yang1,2,4 ; Xu, Hui2
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| 刊名 | NATURE SYNTHESIS
 |
| 出版日期 | 2025-02-01 |
| 卷号 | 4期号:2 |
| DOI | 10.1038/s44160-024-00673-8 |
| 文献子类 | Article |
| 英文摘要 | Natural products serve as crucial sources for new drugs and play an indispensable role in drug discovery. Late-stage functionalization of natural products is an efficient method for diversifying their structures, fine-tuning their biological properties and rapidly constructing molecular libraries. Polysubstituted arenes serve as structural cores in pharmaceuticals derived from natural products. However, programmable multisite arene modification remains a largely unmet challenge. Here, using commercially available and easy-to-synthesize aryl ketones as substrates, we present the programmable multifunctionalization of natural products via a palladium- and norbornene-catalysed Catellani-type reaction. Given the ease of installing an acyl group and using it as a relay, this protocol enables the incorporation of a variety of bioactive molecules into natural products via successive acylation and deacylation processes. Furthermore, this strategy was applied to the construction of a molecular library based on dehydroabietic acid. Multiple molecules with substantially increased activity were obtained through antimicrobial activity screening.Polysubstituted arenes are ubiquitous structural cores in natural products and drugs but their synthesis through programmable arene modification remains a challenge. Now, a palladium- and norbornene-catalysed Catellani-type reaction of aryl ketones, through successive acylation and deacylation, allows the synthesis of polysubstituted arenes. |
| WOS关键词 | C-H FUNCTIONALIZATION ; REGIOSELECTIVE SYNTHESIS ; NATURAL-PRODUCTS ; PALLADIUM ; ACTIVATION ; ACYLATION ; FLUORINE ; COMPLEX |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:001342167100003 |
| 出版者 | SPRINGERNATURE |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/317008]  |
| 专题 | 新药研究国家重点实验室 |
| 通讯作者 | Xu, Hui; Lan, Lefu; Dai, Hui-Xiong |
| 作者单位 | 1.Nanjing Univ Chinese Med, Sch Chinese Mat Med, Nanjing, Peoples R China 2.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai, Peoples R China 3.Univ Chinese Acad Sci, Hangzhou Inst Adv Study, Sch Pharmaceut Sci & Technol, Hangzhou, Peoples R China 4.Univ Chinese Acad Sci, Beijing, Peoples R China 5.Anhui Med Univ, Affiliated Hosp 1, Hefei, Peoples R China 6.Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai, Peoples R China |
| 推荐引用方式 GB/T 7714 | Tao, Kai-Liang,Wang, Xing,Liu, Huan,et al. Multisite modifications of arenes using ketones as removable handles enabled by Pd and norbornene cooperative catalysis[J]. NATURE SYNTHESIS,2025,4(2). |
| APA | Tao, Kai-Liang.,Wang, Xing.,Liu, Huan.,Chen, Wen-Qing.,Sun, Yi.,...&Dai, Hui-Xiong.(2025).Multisite modifications of arenes using ketones as removable handles enabled by Pd and norbornene cooperative catalysis.NATURE SYNTHESIS,4(2). |
| MLA | Tao, Kai-Liang,et al."Multisite modifications of arenes using ketones as removable handles enabled by Pd and norbornene cooperative catalysis".NATURE SYNTHESIS 4.2(2025). |
入库方式： OAI收割
来源：上海药物研究所
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