- Fast regioselective sulfonylation of pyridine/quinoline N-oxides induced by iodine
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Fast sulfonylation of pyridine/quinoline N-oxides induced by iodine is demonstrated herein. The regioselective protocol occurs under metal-free conditions in a short reaction time (10 min), exhibiting high efficiency (up to 92% yield) and good compatibili
- Wang, Ruijia,Zeng, Zebing,Chen, Chuang,Yi, Niannian,Jiang, Jun,Cao, Zhong,Deng, Wei,Xiang, Jiannan
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- Ball-milling synthesis of sulfonyl quinolines: Via coupling of haloquinolines with sulfonic acids
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An efficient and practical approach for the synthesis of sulfonyl quinolines via ball milling promoted coupling of haloquinolines with sulfonic acid under metal-, solvent- and additive-free conditions has been developed. In contrast to the solvent-based s
- Liu, Xiao-Wen,Ma, Hui,Wang, Jia-Qian,Xie, Long-Yong,Zhu, Qi
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supporting information
p. 7589 - 7593
(2021/10/12)
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- Visible-light-induced deoxygenative C2-sulfonylation of quinoline: N -oxides with sulfinic acids
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The first example of visible-light-induced deoxygenative C2-sulfonylation of quinoline N-oxides with sulfinic acids in the presence of an organic dye as the catalyst was developed. The reaction conditions are eco-friendly and mild, employing ambient air as the sole oxidant and aqueous acetone solution as the solvent. This approach requires only a very low catalyst loading, allowing gram-scale preparation as well as late-stage modification of biologically active compounds bearing quinoline groups.
- Xie, Long-Yong,Fang, Tai-Gang,Tan, Jia-Xi,Zhang, Bo,Cao, Zhong,Yang, Li-Hua,He, Wei-Min
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supporting information
p. 3858 - 3863
(2019/07/31)
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- Direct coupling of haloquinolines and sulfonyl chlorides leading to sulfonylated quinolines in water
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A simple and efficient method has been developed for construction of sulfonylated quinolines via coupling of haloquinolines and sulfonyl chlorides in water. The present methodology provides an attractive approach to various sulfonylated quinolines in moderate to good yields with favorable functional group tolerance, which has the advantages of operation simplicity, readily available starting materials, excellent regioselectivity, scale-up synthesis, and organic solvent-free conditions.
- Bao, Pengli,Wang, Leilei,Liu, Qishun,Yang, Daoshan,Wang, Hua,Zhao, Xiaohui,Yue, Huilan,Wei, Wei
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supporting information
p. 214 - 218
(2019/01/04)
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- TsCl-promoted sulfonylation of quinoline N-oxides with sodium sulfinates in water
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An eco-friendly protocol for the synthesis of various 2-sulfonyl quinolines/pyridines through sulfonylation of heteroaromatic N-oxides with sodium sulfinates in water at ambient temperature under metal- and oxidant-free conditions has been developed. The mild reaction conditions, high reaction efficiency, operational simplicity, short reaction time and remarkable functional-group compatibility make the developed protocol very attractive for the preparation of 2-sulfonyl N-heteroaromatic compounds.
- Peng, Sha,Song, Yan-Xi,He, Jun-Yi,Tang, Shan-Shan,Tan, Jia-Xi,Cao, Zhong,Lin, Ying-Wu,He, Wei-Min
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supporting information
p. 2287 - 2290
(2019/09/04)
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- A base-free, ultrasound accelerated one-pot synthesis of 2-sulfonylquinolines in water
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Without employing any base and organic solvent, an economical, practical and eco-friendly protocol has been developed for the one-pot synthesis of various functionalized 2-sulfonylquinolines from easily accessible starting materials in water under open-ai
- Xie, Long-Yong,Li, Yong-Jian,Qu, Jie,Duan, Yue,Hu, Jue,Liu, Kai-Jian,Cao, Zhong,He, Wei-Min
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supporting information
p. 5642 - 5646
(2017/12/06)
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- Cu-Catalyzed Deoxygenative C2-Sulfonylation Reaction of Quinoline N-Oxides with Sodium Sulfinate
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An unexpected Cu-catalyzed deoxygenative C2-sulfonylation reaction of quinoline N-oxides in the presence of radical initiator K2S2O8 was developed that used sodium sulfinate as a sulfonyl coupling partner. The mechanism studies indicate that the reaction proceeds via Minisci-like radical coupling step to give sulfonylated quinoline with good chemical yields.
- Du, Bingnan,Qian, Ping,Wang, Yang,Mei, Haibo,Han, Jianlin,Pan, Yi
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supporting information
p. 4144 - 4147
(2016/08/30)
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- H-phosphonate-mediated sulfonylation of heteroaromatic N-oxides: a mild and metal-free one-pot synthesis of 2-sulfonyl quinolines/pyridines
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A smart H-phosphonate-mediated synthetic strategy for the sulfonylation of heteroaromatic N-oxides has been developed, by which a large variety of 2-sulfonyl quinolines/pyridines were synthesized starting from easily available sulfonyl chlorides, diisopropyl H-phosphonate and pyridine/quinoline N-oxides in one pot under metal-free conditions at room temperature.
- Sun, Kai,Chen, Xiao-Lan,Li, Xu,Qu, Ling-Bo,Bi, Wen-Zhu,Chen, Xi,Ma, Hui-Li,Zhang, Song-Tao,Han, Bo-Wen,Zhao, Yu-Fen,Li, Chao-Jun
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supporting information
p. 12111 - 12114
(2015/07/28)
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