School of Chemistry & Materials Science, Jiangsu Normal University , Xuzhou 221116, P. R. China.
Institute of Chemistry & BioMedical Sciences, Nanjing University , Nanjing 210093, P. R. China.
Org Lett. 2017 Sep 1;19(17):4512-4515. doi: 10.1021/acs.orglett.7b02071. Epub 2017 Aug 23.
A new DTBP/Mg(NO)-mediated bicyclization cascade of o-arylalkynylanilines with secondary arylphosphine oxides has been developed, enabling dual C(sp)-H functionalization along with the cleavage of the C-N bond. The combination between regioselective P-centered radical-triggered [3 + 2] cyclization and C-centered radical-induced cross-coupling in a one-pot manner delivered 27 examples of tribenzo[b,e,g]phosphindole oxides with generally high regioselectivity. A reasonable mechanism for forming such products involving radical addition-cyclization cascade is proposed.
一种新的由 DTBP/Mg(NO3)2 介导的邻芳基炔基苯胺与二级芳基膦氧化物的双环化级联反应已经被开发出来，该反应可以实现 C(sp2)-H 的双官能团化以及 C-N 键的断裂。通过在一锅法中区域选择性的 P 中心自由基引发的[3 + 2]环化和 C 中心自由基诱导的交叉偶联反应相结合，以高区域选择性得到了 27 个三苯并[b,e,g]磷杂吲哚氧化物的例子。提出了一种合理的涉及自由基加成-环化级联反应的形成这种产物的机制。
