Copper-catalyzed fragmentation-rearrangement sequence of cycloketoxime esters is reported. This strategy provides direct access to diverse ring-opening acyloxylation nitriles avoiding the use of toxic cyanic reagents with good atom economy and well functional group tolerance. Experimental exploration showed that tetrabutylammonium bromide (TBAB) played an irreplaceable role in this transformation. Based on the primary mechanistic experiments, a plausible mechanism was also proposed.
Wu Y., Zhao B., Shi Z., Yuan Y. (2020). Copper-catalyzed fragmentation-rearrangement sequence of cycloketoxime esters. TETRAHEDRON, 76(5), 130873-130879 [10.1016/j.tet.2019.130873].
Copper-catalyzed fragmentation-rearrangement sequence of cycloketoxime esters
Zhao B.
;
2020
Abstract
Copper-catalyzed fragmentation-rearrangement sequence of cycloketoxime esters is reported. This strategy provides direct access to diverse ring-opening acyloxylation nitriles avoiding the use of toxic cyanic reagents with good atom economy and well functional group tolerance. Experimental exploration showed that tetrabutylammonium bromide (TBAB) played an irreplaceable role in this transformation. Based on the primary mechanistic experiments, a plausible mechanism was also proposed.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
