Divergent synthesis of nitrogen heterocycles via H2O-mediated hydride transfer reactions

The H2O-promoted controllable synthesis of diverse nitrogen heterocycles from readily available feedstocks was developed by a hydride transfer strategy. A variety of 3-carboxyl and 3-acyl substituted tetrahydroquinolines and 3,4-dihydroquinolin-2(1H)-ones were obtained via cascade Knoevenagel conden...

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Veröffentlicht in:Green chemistry : an international journal and green chemistry resource : GC 2023-07, Vol.25 (13), p.5134-5141
Hauptverfasser: Hu, Fangzhi, Sun, Zhipeng, Pan, Mengzhe, Wang, Liang, Lubin, Xu, Xiong-Li, Liu, Li, Shuai-Shuai
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Sprache:eng
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Zusammenfassung:The H2O-promoted controllable synthesis of diverse nitrogen heterocycles from readily available feedstocks was developed by a hydride transfer strategy. A variety of 3-carboxyl and 3-acyl substituted tetrahydroquinolines and 3,4-dihydroquinolin-2(1H)-ones were obtained via cascade Knoevenagel condensation/[1,5]-hydride transfer/cyclization/hydrolysis/decarboxylation and cascade Knoevenagel condensation/[1,5]-hydride transfer/N-dealkylation/N-acylation processes, respectively. In addition, the synthetic utility of the methodology and mechanistic studies were also well presented.
ISSN:1463-9262
1463-9270
DOI:10.1039/d3gc00166k