Regiospecific -lactam ring-opening/recyclization reactions of N-aryl-3-spirocyclic--lactams catalyzed by a LewisBrnsted acids combined superacid catalyst system: a new entry to 3-spirocyclicquinolin-4(1H)-onesElectronic supplementary information (ESI) available: experimental procedures, analytical data, and spectra copies of all compounds. CCDC 816903. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c1cc15881c

The regiospecific -lactam ring-opening/recyclization reaction of N -aryl-3-spirocyclic- -lactams, made by the one-pot cyclization reaction of acetoacetanilides, has been achieved for the first time using a LewisBrnsted acids combined superacid catalyst system, thus providing an efficient entry to 3-...

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Hauptverfasser: Hu, Yinqiao, Fu, Xiaolan, Barry, Badru-Deen, Bi, Xihe, Dong, Dewen
Format: Artikel
Sprache:eng
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Zusammenfassung:The regiospecific -lactam ring-opening/recyclization reaction of N -aryl-3-spirocyclic- -lactams, made by the one-pot cyclization reaction of acetoacetanilides, has been achieved for the first time using a LewisBrnsted acids combined superacid catalyst system, thus providing an efficient entry to 3-spirocyclicquinolin-4(1 H )-ones. A mechanism involving superacid-catalysis was proposed. The first regiospecific -lactam ring-opening/recyclization reaction of N -aryl-3-spirocyclic- -lactams has been achieved using a LewisBrnsted acids combined superacid catalyst system.
ISSN:1359-7345
1364-548X
DOI:10.1039/c1cc15881c