121st General Meeting of the KCS

Type Poster Presentation
Area Organic Chemistry
Room No. Event Hall
Time 4월 19일 (목요일) 11:00~12:30
Code ORGN.P-568
Subject Synthesis and Anticancer Evaluation of Aminated 7-Azaindoles via Rh(III)-Catalyzed C−H Amination
Authors Jihye Park, IN SU KIM1,*
Department of Pharmacy, Sungkyunkwan University, Korea
1College of Pharmacy / Department of Pharmacy, Sungkyunkwan University, Korea
Abstract The site-selective C–H amination reaction of 7-azaindoles with various benzisoxazoles as amination surrogates under cationic rhodium(III) catalysis is described. This transformation efficiently provides a range of ortho-aminated N-aryl-7-azaindoles with excellent siteselectivity and functional group compatibility. The formed ortho-aminated 7-azaindoles were readily transformed into biologically relevant heterocycles such as azaindoloacridine, azaindoloacridone, and bis-indole compounds. Moreover, the synthetic derivatives were tested for in vitro anticancer activity against human breast adenocarcinoma cells (MCF-7), human renal carcinoma cells (786-O), and human prostate adenocarcinoma cells (DU145). Notably, some synthetic compounds were found to display most potent anticancer activity, compared to that of anticancer doxorubicin as a positive control. we herein report the Rh(III)-catalyzed direct amination of 7-azaindoles with anthranils affording ortho-aminated azaindole derivatives as biologically interesting heterocycles.
E-mail qkr3548@naver.com