Nickel-catalyzed deaminative Sonogashira coupling of alkylpyridinium salts enabled by NN(2) pincer ligand.

Nickel-catalyzed deaminative Sonogashira coupling of alkylpyridinium salts enabled by NN(2) pincer ligand.
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NN2 钳配体实现的镍催化烷基吡啶鎓盐脱氨 Sonogashira 偶联

DOI:
10.1038/s41467-021-25222-1
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发表时间:
2021-08-12
影响因子:
16.6
通讯作者:
Zhang G
Zhang G
中科院分区:
综合性期刊1区
文献类型:
--
作者:
Zhang X;Qi D;Jiao C;Liu X;Zhang G

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Alkynes are amongst the most valuable functional groups in organic chemistry and widely used in chemical biology, pharmacy, and materials science. However, the preparation of alkyl-substituted alkynes still remains elusive. Here, we show a nickel-catalyzed deaminative Sonogashira coupling of alkylpyridinium salts. Key to the success of this coupling is the development of an easily accessible and bench-stable amide-type pincer ligand. This ligand allows naturally abundant alkyl amines as alkylating agents in Sonogashira reactions, and produces diverse alkynes in excellent yields under mild conditions. Salient merits of this chemistry include broad substrate scope and functional group tolerance, gram-scale synthesis, one-pot transformation, versatile late-stage derivatizations as well as the use of inexpensive pre-catalyst and readily available substrates. The high efficiency and strong practicability bode well for the widespread applications of this strategy in constructing functional molecules, materials, and fine chemicals.
DOI: 10.1038/s41557-019-0346-2
发表时间: 2019-12-01
期刊: NATURE CHEMISTRY
影响因子: 21.8
作者:
Dong, Xiao-Yang;Zhang, Yu-Feng;Liu, Xin-Yuan
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DOI: 10.1021/acs.orglett.9b02643
发表时间: 2019-09-20
期刊: ORGANIC LETTERS
影响因子: 5.2
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DOI: 10.1002/anie.201710089
发表时间: 2018-01-15
影响因子: 16.6
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DOI: 10.1039/c1sc00368b
发表时间: 2011-01-01
期刊: CHEMICAL SCIENCE
影响因子: 8.4
作者:
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通讯作者: Hu, Xile
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发表时间: 2017-04-19
影响因子: 15
作者:
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通讯作者: Watson MP