PIDA-Mediated Formal Olefinic C=C Bond Cleavage of alpha-Oxo-Ketene N,N-Acetals toward Substituted Oxazolines
文献类型：期刊论文
| 作者 | Yu, Zhengkun1,2; Guo, Tenglong1; Huang, Fei1; Jiang, Quanbin1 |
| 刊名 | CHEMISTRY-A EUROPEAN JOURNAL
 |
| 出版日期 | 2018-09-25 |
| 卷号 | 24期号:54页码:14368-14372 |
| 关键词 | cleavage reactions internal olefins isothiazoline oxazolines hypervalent compounds |
| ISSN号 | 0947-6539 |
| DOI | 10.1002/chem.201803466 |
| 通讯作者 | Yu, Zhengkun(zkyu@dicp.ac.cn) |
| 英文摘要 | The hypervalent iodine reagent PhI(OAc)(2) (PIDA) mediated the formal oxidative C=C bond cleavage and subsequent cyclization of internal olefins, that is, alpha-oxo-ketene N,N-acetals, which afforded substituted oxazolines. Isothiazoline derivatives were obtained from the reactions of alpha-thioxo-ketene N,N-acetals with PIDA under the same conditions. Hydrolysis of the resultant oxazoline derivatives led to highly functionalized oxazolones. A plausible mechanism was proposed based upon the formation of isothiazoline-type intermediates. |
| WOS关键词 | C-H ; ORGANIC-SYNTHESIS ; DIARYLIODONIUM SALTS ; EFFICIENT SYNTHESIS ; OXIDATIVE CLEAVAGE ; INTERNAL ALKENES ; REARRANGEMENT ; METATHESIS ; N,S-ACETALS ; DERIVATIVES |
| 资助项目 | National Natural Science Foundation of China[21472185] ; National Natural Science Foundation of China[21871253] ; National Basic Research Program of China[2015CB856600] |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:000445447400011 |
| 出版者 | WILEY-V C H VERLAG GMBH |
| 资助机构 | National Natural Science Foundation of China ; National Natural Science Foundation of China ; National Basic Research Program of China ; National Basic Research Program of China ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; National Basic Research Program of China ; National Basic Research Program of China ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; National Basic Research Program of China ; National Basic Research Program of China ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; National Basic Research Program of China ; National Basic Research Program of China |
| 源URL | [http://cas-ir.dicp.ac.cn/handle/321008/166942]  |
| 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 | Yu, Zhengkun |
| 作者单位 | 1.Chinese Acad Sci, Dalian Inst Chem Phys, 457 Zhongshan Rd, Dalian 716023, Peoples R China 2.Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, 354 Fenglin Rd, Shanghai 200032, Peoples R China |
| 推荐引用方式 GB/T 7714 | Yu, Zhengkun,Guo, Tenglong,Huang, Fei,et al. PIDA-Mediated Formal Olefinic C=C Bond Cleavage of alpha-Oxo-Ketene N,N-Acetals toward Substituted Oxazolines[J]. CHEMISTRY-A EUROPEAN JOURNAL,2018,24(54):14368-14372. |
| APA | Yu, Zhengkun,Guo, Tenglong,Huang, Fei,&Jiang, Quanbin.(2018).PIDA-Mediated Formal Olefinic C=C Bond Cleavage of alpha-Oxo-Ketene N,N-Acetals toward Substituted Oxazolines.CHEMISTRY-A EUROPEAN JOURNAL,24(54),14368-14372. |
| MLA | Yu, Zhengkun,et al."PIDA-Mediated Formal Olefinic C=C Bond Cleavage of alpha-Oxo-Ketene N,N-Acetals toward Substituted Oxazolines".CHEMISTRY-A EUROPEAN JOURNAL 24.54(2018):14368-14372. |
入库方式： OAI收割
来源：大连化学物理研究所
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