Na2S-Mediated One-Pot Selective Deoxygenation of α-Hydroxyl Carbonyl Compounds including Natural Products |
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| Authors: | Xiaobo Xu Leyu Yan Zhi-Kai Zhang Bingqing Lu Zhuangwen Guo Mengyue Chen Zhong-Yan Cao |
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| Affiliation: | 1.College of Chemistry and Pharmaceutical Engineering, Huanghuai University, Zhumadian 463000, China; (L.Y.); (B.L.); (Z.G.); (M.C.);2.College of Chemistry and Chemical Engineering, Henan University, Kaifeng 475004, China; |
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| Abstract: | ![]()
A practical method for the deoxygenation of α-hydroxyl carbonyl compounds under mild reaction conditions is reported here. The use of cheap and easy-to-handle Na2S·9H2O as the reductant in the presence of PPh3 and N-chlorosuccinimide (NCS) enables the selective dehydroxylation of α-hydroxyl carbonyl compounds, including ketones, esters, amides, imides and nitrile groups. The synthetic utility is demonstrated by the late-stage deoxygenation of bioactive molecule and complex natural products. |
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| Keywords: | deoxygenation chlorination dechlorination one-pot |
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