Department of Chemistry, Kangwon National University, Chuncheon 200-701, Republic of Korea.
Org Lett. 2013 Jan 4;15(1):26-9. doi: 10.1021/ol3029274. Epub 2012 Dec 13.
Tandem gold-catalyzed addition of alkynyl phosphonic acid monoethyl esters to terminal alkynes and cyclization were developed for the synthesis of 4,6-disubstituted phosphorus 2-pyrones in one reaction vessel based on the concept of sequential alkyne activation. Alkynyl enol phosphonates were selectively obtained through the gold-catalyzed addition reaction in the presence of a catalytic amount of triethylamine. Also, gold-catalyzed cyclization of alkynyl enol phosphonates was successful in giving a variety of 4,6-disubstituted phosphorus 2-pyrones.
串联金催化炔基膦酸单乙酯与末端炔烃的加成和环化反应，基于顺序炔烃活化的概念，在一个反应容器中发展起来，用于合成 4,6-二取代磷 2-吡喃酮。在催化量三乙胺的存在下，通过金催化加成反应，选择性地得到炔基烯醇膦酸酯。此外，金催化的炔基烯醇膦酸酯的环化反应也成功地得到了各种 4,6-二取代磷 2-吡喃酮。
