| Title | Efficient and Practical Oxidative Bromination and Iodination of Arenes and Heteroarenes with DMSO and Hydrogen Halide: A Mild Protocol for Late-Stage Functionalization |
| Authors | Song, Song Sun, Xiang Li, Xinwei Yuan, Yizhi Jiao, Ning |
| Affiliation | Peking Univ, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China. Chinese Acad Sci, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China. Peking Univ, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drugs, Xue Yuan Rd 38, Beijing 100191, Peoples R China. |
| Keywords | C-H BONDS REGIOSELECTIVE HALOGENATION ALKOXYSULFONIUM IONS DIMETHYL-SULFOXIDE CATALYTIC METHOD FACILE SYNTHESIS METHYL KETONES STRATEGY ALKENES BROMIDE |
| Issue Date | 2015 |
| Publisher | ORGANIC LETTERS |
| Citation | ORGANIC LETTERS.2015,17,(12),2886-2889. |
| Abstract | An efficient and practical system for inexpensive bromination and iodination of arenes as well as heteroarenes by using readily available dimethyl sulfoxide (DMSO) and HX (X = Br, I) reagents is reported. This mild oxidative system demonstrates a versatile protocol for the synthesis of aryl halides. HX (X = Br, I) are employed as halogenating reagents when combined with DMSO which participates in the present chemistry as a mild and inexpensive oxidant. This oxidative system is amenable to late-stage bromination of natural products. The kilogram-scale experiment (>95% yield) shows great potential for industrial application. |
| URI | http://hdl.handle.net/20.500.11897/419191 |
| ISSN | 1523-7060 |
| DOI | 10.1021/acs.orglett.5b00932 |
| Indexed | SCI(E) PubMed |
| Appears in Collections: | 药学院 天然药物与仿生药物国家重点实验室 |
