Synthesis and Stereochemistry of 3-(Thiophen-2-yl)-beta-lactams
文献类型:期刊论文
作者 | Bo-Nan Li; Yong Liang; Lei Jiao; Li-Bo Hu; Da-Ming Du; Jia-Xi Xu |
刊名 | ACTA CHIMICA SINICA
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出版日期 | 2007-08-28 |
卷号 | 65期号:16页码:1643-1648 |
关键词 | Beta-lactam Staudinger Reaction Stereoselectivity Diazoketone Ketene |
ISSN号 | 0567-7351 |
英文摘要 | The Staudinger reaction is one of the most important methods in synthesis of beta-lactams. 3-(Thiophen-2-yl)-,beta-lactam is one class of important beta-lactam derivatives. A convenient and new method was developed to synthesize 2-diazo-1-(thiophen-2-yl)-ethanone from 4,4,4-trifluoro-1-(thiophen-2-yl)1,3-butanedione and tosyl azide. A series of 3-(thiophen-2-yl)-beta-lactams were synthesized via the Staudinger reaction of imines and thiophen-2-ylketene generated thermally from 2-diazo-1-(thiophen-2-yl)-ethanone. The stereoselectivity of the Staudinger reaction was also investigated. The results indicate that thiophen-2-ylketene is a more electron-rich Moore ketene than phenylketene and its electronic property locates between those of 4-methoxyphenylketene and 4-methylphenylketene. |
语种 | 英语 |
WOS记录号 | WOS:000249347100020 |
出版者 | SCIENCE CHINA PRESS |
源URL | [http://ir.iccas.ac.cn/handle/121111/61169] ![]() |
专题 | 中国科学院化学研究所 |
通讯作者 | Jia-Xi Xu |
作者单位 | Peking Univ, Coll Chem & Mol Engn, Minist Educ, Key Lab Bioorgan Chem & Mol Engn,BNLMS, Beijing 100871, Peoples R China |
推荐引用方式 GB/T 7714 | Bo-Nan Li,Yong Liang,Lei Jiao,et al. Synthesis and Stereochemistry of 3-(Thiophen-2-yl)-beta-lactams[J]. ACTA CHIMICA SINICA,2007,65(16):1643-1648. |
APA | Bo-Nan Li,Yong Liang,Lei Jiao,Li-Bo Hu,Da-Ming Du,&Jia-Xi Xu.(2007).Synthesis and Stereochemistry of 3-(Thiophen-2-yl)-beta-lactams.ACTA CHIMICA SINICA,65(16),1643-1648. |
MLA | Bo-Nan Li,et al."Synthesis and Stereochemistry of 3-(Thiophen-2-yl)-beta-lactams".ACTA CHIMICA SINICA 65.16(2007):1643-1648. |
入库方式: OAI收割
来源:化学研究所
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