1,5-Disubstituted(E)-pent-2-en-4-yn-1-ones can be exclusively synthesized by copper-catalyzed tandem coupling-isomerization reaction of alkynyl bromides and secondary propargylic alcohols in piperidine. This method is operation-simple and allows the synthesis of a wide variety of stereodefined 1,5-disubstituted pentynenones in 40%~83% yields.The mechanistic investigations suggest that piperidine plays a duel role being both a solvent and a base in the reaction.
【基金】
国家自然科学基金(Nos.21172029,21202016,21372038)资助项目~~
【更新日期】
2015-04-24
【分类号】
O623.52
【正文快照】
Received November 10,2010;revised December 16,2014;published online December 18,2014.Project supported by the National Natural Science Foundation of China(Nos.21172029,21202016,21372038).戊炔烯酮是含有共轭C≡C,C=C和C=O键的一类化合物.该类化合物广泛存在于天