Department of Chemistry, Princeton University , Princeton, New Jersey 08544, United States.
Org Lett. 2017 Mar 3;19(5):1140-1143. doi: 10.1021/acs.orglett.7b00161. Epub 2017 Feb 22.
The first synthesis of substituted fluorenones directly from benzaldehydes and aryl iodides via a Pd(II)-catalyzed C(sp)-H functionalization cascade is reported. Featuring anthranilic acid as an inexpensive transient directing group, the process is compatible with a variety of benzaldehydes and aryl iodides. A three-step synthesis of the antiviral drug Tilorone was completed in an excellent overall yield (40%), demonstrating the utility of this method.
本文报道了首例通过钯（II）催化的 C(sp)-H 官能化级联反应，从苯甲醛和芳基碘化物直接合成取代芴酮的方法。该方法以邻氨基苯甲酸为廉价的瞬态导向基团，与多种苯甲醛和芳基碘化物兼容。以抗病毒药物盐酸噻洛酮的三步合成为例，总收率（40%）优异，证明了该方法的实用性。
