title: Metal-Free Regioselective Hypervalent Iodine-Mediated C-2 and C-3 Difunctionalization of N-Substituted Indoles.
abstract: Mild, metal-free, highly regioselective hypervalent-iodine mediated C-2 acetoxylation and C-3 oxidations of N-substituted indoles with (diacetoxyiodo)benzene [PhI(OAc)2] have been reported. The reaction involves three cascade steps. The quantity of PhI(OAc)2employed in this reaction plays a key role in the outcome of three types of products (2a-4a). Furthermore, the mild and highly regioselective C-2 oxidation and C-3 dichlorination of N-substituted indoles with PhICl2have been developed. Extensive studies including in situ IR techniques and H2O18-labeling experiment were performed to gain insight into the possible reaction mechanism.
authors: Cardiovascular Research Center, Shantou University Medical College , 22 Xin-Ling Rd, Shantou, 515041, China.|PET/CT Center, The First People's Hospital of Yunnan Province , 157 Jinbi Road, Kunming, 650032, China.
authors: Dongdong
authors: D
authors: Xu
authors: School of Pharmaceutical Sciences, South-Central University for Nationalities , Wuhan 430074, China.
authors: Wen-Wu
authors: WW
authors: Sun
authors: Cardiovascular Research Center, Shantou University Medical College , 22 Xin-Ling Rd, Shantou, 515041, China.
authors: Yanli
authors: Y
authors: Xie
authors: School of Pharmaceutical Sciences, South-Central University for Nationalities , Wuhan 430074, China.
authors: Ji-Kai
authors: JK
authors: Liu
authors: Cardiovascular Research Center, Shantou University Medical College , 22 Xin-Ling Rd, Shantou, 515041, China.
authors: Bin
authors: B
authors: Liu
authors: Cardiovascular Research Center, Shantou University Medical College , 22 Xin-Ling Rd, Shantou, 515041, China.
authors: Yingbi
authors: Y
authors: Zhou
authors: School of Pharmaceutical Sciences, South-Central University for Nationalities , Wuhan 430074, China.|State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences , Kunming 650201, China.
authors: Bin
authors: B
authors: Wu