Visible-Light-Induced Chemoselective Deboronative Alkynylation under Biomolecule-Compatible Conditions
文献类型:期刊论文
作者 | Huang HC(黄汉初); Zhang GJ(张国晋); Gong L(宫莉); Zhang SY(张帅琰); Chen YY(陈以昀) |
刊名 | J. Am. Chem. Soc.
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出版日期 | 2014 |
卷号 | 136期号:6页码:2280-2283 |
其他题名 | 可见光引发的化学选择的脱硼炔基化反应与生物大分子相容 |
通讯作者 | 陈以昀 |
英文摘要 | Here, we report a visible-light-induced deboronative alkynylation reaction, which is redox-neutral and works with primary, secondary and tertiary alkyl trifluoroborates or boronic acids to generate aryl, alkyl and silyl substituted alkynes. This reaction is highly chemoselective and performs well on substrates containing alkenes, alkynes, aldehydes, ketones, esters, nitriles, azides, aryl halides, alkyl halides, alcohols, and indoles, with no detectable occurrence of side reactions. The mechanism of this novel C(sp(3))-C(sp) bond coupling reaction was investigated by luminescence quenching, radical trapping, on-off light, and C-13-isotopic-labeling experiments. This reaction can be performed in neutral aqueous conditions, and it is compatible with amino acids, nucleosides, oligosaccharides, nucleic acids, proteins, and cell lysates. |
学科主题 | 生命有机化学 |
收录类别 | SCI |
原文出处 | http://dx.doi.org/10.1021/ja413208y |
语种 | 英语 |
源URL | [http://ir.sioc.ac.cn/handle/331003/38933] ![]() |
专题 | 上海有机化学研究所_生命有机化学国家重点实验室 |
作者单位 | 中科院上海有机化学研究所 |
推荐引用方式 GB/T 7714 | Huang HC,Zhang GJ,Gong L,et al. Visible-Light-Induced Chemoselective Deboronative Alkynylation under Biomolecule-Compatible Conditions[J]. J. Am. Chem. Soc.,2014,136(6):2280-2283. |
APA | 黄汉初,张国晋,宫莉,张帅琰,&陈以昀.(2014).Visible-Light-Induced Chemoselective Deboronative Alkynylation under Biomolecule-Compatible Conditions.J. Am. Chem. Soc.,136(6),2280-2283. |
MLA | 黄汉初,et al."Visible-Light-Induced Chemoselective Deboronative Alkynylation under Biomolecule-Compatible Conditions".J. Am. Chem. Soc. 136.6(2014):2280-2283. |
入库方式: OAI收割
来源:上海有机化学研究所
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