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学科主题: 生命有机化学
题名: Visible-Light-Induced Chemoselective Deboronative Alkynylation under Biomolecule-Compatible Conditions
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
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)
通讯作者: 陈以昀
刊名: J. Am. Chem. Soc.
发表日期: 2014
DOI: 10.1021/ja413208y
卷: 136, 期:6, 页:2280-2283
收录类别: SCI
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.
语种: 英语
相关网址: 查看原文
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/38933
Appears in Collections:生命有机化学国家重点实验室_期刊论文

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作者单位: 中科院上海有机化学研究所

Recommended Citation:
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.
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