Rh(III)-Catalyzed C-H Functionalization of Indolines with Readily Accessible Amidating Reagent: Synthesis and Anticancer Evaluation.
The rhodium(III)-catalyzed direct C-H functionalization of various indolines with 1,4,2-dioxazol-5-ones as new amidating agents is described. This transformation provides efficient preparation of C7-amidated indolines known to display potent anticancer activity. The synthetic compounds were evaluated for in vitro anticancer activity against human prostate adenocarcinoma cells (LNCaP), human endometrial adenocarcinoma cells (Ishikawa), and human ovarian carcinoma cells (SKOV3). Compound 4f was found to be highly cytotoxic, with activity competitive with that of anticancer agent doxorubicin.
School of Pharmacy, Sungkyunkwan University , Suwon 16419, Republic of Korea.
Mijin
M
Jeon
School of Pharmacy, Sungkyunkwan University , Suwon 16419, Republic of Korea.
Neeraj Kumar
NK
Mishra
School of Pharmacy, Sungkyunkwan University , Suwon 16419, Republic of Korea.
Umasankar
U
De
School of Pharmacy, Sungkyunkwan University , Suwon 16419, Republic of Korea.
Satyasheel
S
Sharma
School of Pharmacy, Sungkyunkwan University , Suwon 16419, Republic of Korea.
Yongguk
Y
Oh
School of Pharmacy, Sungkyunkwan University , Suwon 16419, Republic of Korea.
Miji
M
Choi
School of Pharmacy, Sungkyunkwan University , Suwon 16419, Republic of Korea.
Hyeim
H
Jo
School of Pharmacy, Sungkyunkwan University , Suwon 16419, Republic of Korea.
Richa
R
Sachan
School of Pharmacy, Sungkyunkwan University , Suwon 16419, Republic of Korea.
Hyung Sik
HS
Kim
School of Pharmacy, Sungkyunkwan University , Suwon 16419, Republic of Korea.
In Su
IS
Kim
D000577:Amides / Q000737:chemistry*; D002384:Catalysis; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D004354:Drug Screening Assays, Antitumor; D005260:Female; D006801:Humans; D007202:Indicators and Reagents / Q000737:chemistry*; D007211:Indoles / Q000737:chemistry* / Q000494:pharmacology; D008297:Male; D012238:Rhodium / Q000737:chemistry*; D013057:Spectrum Analysis / Q000379:methods
D000577:Amides; D007202:Indicators and Reagents; D007211:Indoles; D012238:Rhodium