Journal
SYNLETT
Volume -, Issue 3, Pages 381-385Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-2008-1032051
Keywords
on-column reaction; N-dearylation; N-unsubstituted 2-azetidinone; beta-lactam; ceric ammonium nitrate; silica supported
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It has been shown that N-(4-methoxy or 4-ethoxyphenyl) groups can be oxidatively removed by silica gel supported ceric ammonium nitrate (CAN-SiO2) under mild conditions in solution and on column. The yields in these two methods were good to excellent and purification of products is simpler than the general method by CAN. Especially the 'on-column' reaction is mild, easy, efficient, and cheap. The lower mobility of CAN-SiO2 makes it safer to handle.
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