1547432-63-2Relevant academic research and scientific papers
Selective Dehydrogenative Acylation of Enamides with Aldehydes Leading to Valuable β-Ketoenamides
Liu, Rui-Hua,Shen, Zhen-Yao,Wang, Cong,Loh, Teck-Peng,Hu, Xu-Hong
, p. 944 - 949 (2020)
We have presented a unique example of dehydrogenative acylation of enamides with aldehydes enabled by an earth-abundant iron catalyst. The protocol provides the straightforward access to valuable β-ketoenamides with ample substrate scope and excellent functional group tolerance. Notably, distinct C-H acylation of enamide rather than at N-H moiety site occurs with absolute Z-selectivity was observed. Late-stage modifications of complex molecules and versatile synthetic utility of β-ketoenamides further highlight the practicability of this transformation.
Trimethylsilyl trifluoromethanesulfonate-promoted cyclocondensation of β-ketoenamides and subsequent nonaflation to pyrid-2-yl and pyrid-4-yl nonaflates as flexible precursors for polysubstituted pyridines
Hommes, Paul,Berlin, Sarah,Reissig, Hans-Ulrich
supporting information, p. 3288 - 3294 (2013/12/04)
The intramolecular condensation of β-ketoenamides to 2- and/or 4-pyridone derivatives using either KOt-Bu or trimethylsilyl trifluoromethanesulfonate/Hu?nig's base was investigated. Subsequent nonaflation of the cyclization products allowed a facile purification and further functionalization through Suzuki-Miyaura couplings leading to new highly substituted pyridine derivatives. The dependence of the regioselectivity of cyclocondensation on the structure of the β-ketoenamides is discussed. Georg Thieme Verlag Stuttgart New York.
