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DOI | 10.1038/s41467-017-02369-4 |
Sulfenamide-enabled ortho thiolation of aryl iodides via palladium/norbornene cooperative catalysis | |
Li, Renhe1; Zhou, Yun1; Yoon, Ki-Young1; Dong, Zhe2; Dong, Guangbin1 | |
2019-08-07 | |
发表期刊 | NATURE COMMUNICATIONS |
ISSN | 2041-1723 |
出版年 | 2019 |
卷号 | 10 |
文章类型 | Article |
语种 | 英语 |
国家 | USA |
英文摘要 | Poly-substituted aromatic sulfur compounds are widely found in pharmaceuticals, agro-chemicals and organic materials. However, the position that a sulfur moiety can be introduced to is largely restricted to a pre-functionalized site; otherwise, use of electronically biased substrates or auxiliary groups that direct catalysis is required. Here we report a general ortho thiolation of common aryl and heteroaryl iodides via palladium-norbornene cooperative catalysis. Using this approach, an aryl or alky sulfur moiety can be site-selectively introduced at the arene ortho position without using sterically or electronically biased substrates. The arene ipso functionalization is simultaneously achieved through Heck, Suzuki or Sonogashira termination. The reaction is enabled by a unique class of electrophiles in palladium-norbornene cooperative catalysis, which are sulfenamides derived from seven-membered lactams. The broad substrates scope and high chemoselectivity could make this method attractive for synthesis of complex sulfur-containing aromatic compounds. |
领域 | 资源环境 |
收录类别 | SCI-E |
WOS记录号 | WOS:000479030800013 |
WOS关键词 | C-H FUNCTIONALIZATION ; EFFICIENT SYNTHESIS ; PALLADIUM ; BOND ; ARYLATION ; CASCADE ; SULFUR ; PD/NORBORNENE ; ALKYLATION ; ACTIVATION |
WOS类目 | Multidisciplinary Sciences |
WOS研究方向 | Science & Technology - Other Topics |
URL | 查看原文 |
引用统计 | |
文献类型 | 期刊论文 |
条目标识符 | http://119.78.100.173/C666/handle/2XK7JSWQ/203603 |
专题 | 资源环境科学 |
作者单位 | 1.Univ Chicago, Dept Chem, Chicago, IL 60637 USA; 2.Princeton Univ, Merck Ctr Catalysis, Princeton, NJ 08544 USA |
推荐引用方式 GB/T 7714 | Li, Renhe,Zhou, Yun,Yoon, Ki-Young,et al. Sulfenamide-enabled ortho thiolation of aryl iodides via palladium/norbornene cooperative catalysis[J]. NATURE COMMUNICATIONS,2019,10. |
APA | Li, Renhe,Zhou, Yun,Yoon, Ki-Young,Dong, Zhe,&Dong, Guangbin.(2019).Sulfenamide-enabled ortho thiolation of aryl iodides via palladium/norbornene cooperative catalysis.NATURE COMMUNICATIONS,10. |
MLA | Li, Renhe,et al."Sulfenamide-enabled ortho thiolation of aryl iodides via palladium/norbornene cooperative catalysis".NATURE COMMUNICATIONS 10(2019). |
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