Key Laboratory of Mesoscopic Chemistry of Ministry of Education, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, People's Republic of China.
J Org Chem. 2012 Sep 7;77(17):7706-10. doi: 10.1021/jo301108g. Epub 2012 Aug 28.
A silver-catalyzed dehydrogenative cross-coupling reaction of substituted furans, thiophene, thioazole, and pyrrole 1a-e with dialkyl phosphites 2 was first developed to afford corresponding phosphonated products 3a-h with up to 89% yield and good regioselectivities. Moreover, an unprecedented coupling of various substituted pyridines 1f-k with dialkyl phosphites 2 using AgNO(3) as a catalyst and K(2)S(2)O(8) as an oxidant, followed by reduction with Na(2)S(2)O(3), was also realized to furnish desired pyridine phosphonates 3i-q in satisfactory yields with good regioselectivities.
首次发展了一种银催化的取代呋喃、噻吩、噻唑和吡咯 1a-e 与二烷基膦酸酯 2 的脱氢交叉偶联反应，以高至 89%的收率和良好的区域选择性得到相应的膦酸化产物 3a-h。此外，还实现了使用 AgNO(3)作为催化剂和 K(2)S(2)O(8)作为氧化剂的各种取代吡啶 1f-k 与二烷基膦酸酯 2 的前所未有的偶联，然后用 Na(2)S(2)O(3)还原，以令人满意的收率和良好的区域选择性得到所需的吡啶膦酸酯 3i-q。
