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KMnO4-mediated oxidative CN bond cleavage of tertiary amines: Synthesis of amides and sulfonamides
Authors:Zhang Zhang  Yong-Hong Liu  Xi Zhang  Xi-Cun Wang
Institution:Gansu International Scientific and Technological Cooperation Base of Water-Retention Chemical Functional Materials, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou, Gansu 730070, People''s Republic of China
Abstract:KMnO4-mediated oxidative C/>N bond cleavage of tertiary amines producing secondary amine was introduced, which was trapped by electrophiles (acyl chloride and sulfonyl chloride) to form amides and sulfonamides. The reaction could take place at mild condition, tolerating a wide range of function groups and affording products in moderate to excellent yields.</td>
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Keywords:Tertiary amine  Acyl chloride  Amide  FZIFUJULXRFHBB-UHFFFAOYSA-N  NELWCGWIYQJYJY-UHFFFAOYSA-N  WHUZMDXNODMIIP-UHFFFAOYSA-N  OEYWSNRVIODBJL-UHFFFAOYSA-N  XWVZOCHPUVJKSD-UHFFFAOYSA-N  UGHRBUNRVJUSFC-UHFFFAOYSA-N  WJWGQMWVGSNLSI-UHFFFAOYSA-N  WKDYQGMWPAPVBT-UHFFFAOYSA-N  KRXAPUFKQQWAGK-UHFFFAOYSA-N  XGCAULAWUGUDFT-UHFFFAOYSA-N  MVDGHRIRJFXONZ-UHFFFAOYSA-N  RAECVXWPFBWHOJ-UHFFFAOYSA-N  WEWQWPBVOOSUPN-UHFFFAOYSA-N  IXAOBVXPTKIAED-UHFFFAOYSA-N  XGZZJMMAOGFTGG-UHFFFAOYSA-N  VLJDAYGYFZKFGN-UHFFFAOYSA-N  OWUKKBKCYSHARY-UHFFFAOYSA-N  JTRXYDXSZLRHBM-UHFFFAOYSA-N  AHCKWEJCWNMPOC-UHFFFAOYSA-N  XLMQTLGCVJWKGO-UHFFFAOYSA-N  IXGKXDNXVMUNJE-UHFFFAOYSA-N  MIPPUZLVNVNAPW-UHFFFAOYSA-N  UNHLIOCGYKIPMQ-UHFFFAOYSA-N  LGSFCNQOKBXWSV-UHFFFAOYSA-N  VSURRQZMKWVYIC-UHFFFAOYSA-N  IHKIASZHUKYNEA-UHFFFAOYSA-N  LUWGONODJOZTMQ-UHFFFAOYSA-N  KJSQPVRSXVERSV-UHFFFAOYSA-N  MAZZBVWLOONVSQ-UHFFFAOYSA-N  LCOPCEDFGGUYRD-UHFFFAOYSA-N  LITQQXVRZFNDMV-UHFFFAOYSA-N  HEFFCQILGLLHQC-UHFFFAOYSA-N  LQJYGXFRWWUKNT-UHFFFAOYSA-N  RCOMQXDBEXYAML-UHFFFAOYSA-N  KFGDZDHOKBKEJZ-UHFFFAOYSA-N  OAZSHPNFKFANSG-UHFFFAOYSA-N  KVZKXVUKFXXYMK-UHFFFAOYSA-N  HCQQGTYHBGXRTR-UHFFFAOYSA-N  SCIQYIYYMAPENJ-UHFFFAOYSA-N  CICSJMNWCSOMDH-UHFFFAOYSA-N  YJACBPFSRIMHFW-UHFFFAOYSA-N  VGFFGZGFETXMNS-UHFFFAOYSA-N  GDTOEWWFOATDIW-UHFFFAOYSA-N
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