Cu-Catalyzed Aerobic Oxidation in the Synthesis of Quinolinium Salts from Secondary Amines, Alkynes, Formaldehyde and Acid
碩士 === 國立清華大學 === 化學系所 === 106 === Substituted heterocyclic nitrogen salts are versatile building blocks for a number of natural products and bioactive motifs. Herein, we report a novel and convenient process to synthesize quinolinium salt derivatives by Cu-catalyzed aerobic oxidative coupling of se...
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ndltd-TW-106NTHU50650472019-06-27T05:28:45Z http://ndltd.ncl.edu.tw/handle/dg5crz Cu-Catalyzed Aerobic Oxidation in the Synthesis of Quinolinium Salts from Secondary Amines, Alkynes, Formaldehyde and Acid 銅金屬催化胺、炔、醛氧化環化反應 以合成喹啉鹽類 Cheng, Lin-Chieh 鄭琳潔 碩士 國立清華大學 化學系所 106 Substituted heterocyclic nitrogen salts are versatile building blocks for a number of natural products and bioactive motifs. Herein, we report a novel and convenient process to synthesize quinolinium salt derivatives by Cu-catalyzed aerobic oxidative coupling of secondary amine, alkyne and formaldehyde. The reaction proceeds via acid induced N,N-disubstituted iminium ion formation followed by nucleophilic addition of alkyne, annulation, and copper-promoted oxidation. This method features an economical catalyst, one pot process, ambient reaction temperature and short reaction time. Cheng, Chien-Hong 鄭建鴻 2018 學位論文 ; thesis 112 zh-TW |
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碩士 === 國立清華大學 === 化學系所 === 106 === Substituted heterocyclic nitrogen salts are versatile building blocks for a number of natural products and bioactive motifs. Herein, we report a novel and convenient process to synthesize quinolinium salt derivatives by Cu-catalyzed aerobic oxidative coupling of secondary amine, alkyne and formaldehyde. The reaction proceeds via acid induced N,N-disubstituted iminium ion formation followed by nucleophilic addition of alkyne, annulation, and copper-promoted oxidation. This method features an economical catalyst, one pot process, ambient reaction temperature and short reaction time.
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author2 |
Cheng, Chien-Hong |
author_facet |
Cheng, Chien-Hong Cheng, Lin-Chieh 鄭琳潔 |
author |
Cheng, Lin-Chieh 鄭琳潔 |
spellingShingle |
Cheng, Lin-Chieh 鄭琳潔 Cu-Catalyzed Aerobic Oxidation in the Synthesis of Quinolinium Salts from Secondary Amines, Alkynes, Formaldehyde and Acid |
author_sort |
Cheng, Lin-Chieh |
title |
Cu-Catalyzed Aerobic Oxidation in the Synthesis of Quinolinium Salts from Secondary Amines, Alkynes, Formaldehyde and Acid |
title_short |
Cu-Catalyzed Aerobic Oxidation in the Synthesis of Quinolinium Salts from Secondary Amines, Alkynes, Formaldehyde and Acid |
title_full |
Cu-Catalyzed Aerobic Oxidation in the Synthesis of Quinolinium Salts from Secondary Amines, Alkynes, Formaldehyde and Acid |
title_fullStr |
Cu-Catalyzed Aerobic Oxidation in the Synthesis of Quinolinium Salts from Secondary Amines, Alkynes, Formaldehyde and Acid |
title_full_unstemmed |
Cu-Catalyzed Aerobic Oxidation in the Synthesis of Quinolinium Salts from Secondary Amines, Alkynes, Formaldehyde and Acid |
title_sort |
cu-catalyzed aerobic oxidation in the synthesis of quinolinium salts from secondary amines, alkynes, formaldehyde and acid |
publishDate |
2018 |
url |
http://ndltd.ncl.edu.tw/handle/dg5crz |
work_keys_str_mv |
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1719212306195283968 |