Nayak Sanatan, Ghosh Nayan, Prabagar B, Sahoo Akhila K
School of Chemistry, University of Hyderabad , Hyderabad-500046, India.
Org Lett. 2015 Nov 20;17(22):5662-5. doi: 10.1021/acs.orglett.5b02946. Epub 2015 Nov 2.
A novel synthetic route to benzo[f]dihydroisoquinolone through a p-TsOH promoted cascade cyclization of easily accessible diyne-tethered ynamides in the presence of a Au(I)-catalyst is described. This reaction unveils a broad substrate scope, constructing a wide range of benzo[f]dihydroisoquinolones in good yields. The diyne-tethered ynamides are synthesized from inexpensive o-iodoaniline through Sonogashira couplings and the Cu-mediated C-N bond formation. The role of p-TsOH is examined, and the reaction pathway is also deduced. The benzo[f]isoquinoline scaffold is constructed from benzo[f]dihydroisoquinolones.
描述了一种通过对甲苯磺酸（p-TsOH）促进易获得的二炔连接的烯炔酰胺在金（I）催化剂存在下的级联环化反应来合成苯并[f]二氢异喹啉酮的新方法。该反应具有广泛的底物范围，能以良好的产率构建多种苯并[f]二氢异喹啉酮。二炔连接的烯炔酰胺由廉价的邻碘苯胺通过Sonogashira偶联反应和铜介导的C-N键形成反应合成。研究了对甲苯磺酸的作用，并推导了反应途径。苯并[f]异喹啉骨架由苯并[f]二氢异喹啉酮构建而成。
