Metal-Free Regioselective Hypervalent Iodine-Mediated C-2 and C-3 Difunctionalization of N-Substituted Indoles
Xu, Dongdong2,4; Sun, Wen-Wu1; Xie, Yanli2; Liu, Ji-Kai1; Liu, Bin2; Zhou, Yingbi2; Wu, Bin1,3
2016-11-18
发表期刊JOURNAL OF ORGANIC CHEMISTRY
卷号81期号:22页码:11081-11094
摘要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)(2) employed 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 PhICl2 have been developed. Extensive studies including in situ IR techniques and H2O18 - labeling experiment were performed to gain insight into the possible reaction mechanism.
DOI10.1021/acs.joc.6b02078
收录类别SCI
语种英语
WOS记录号WOS:000391248800045
引用统计
文献类型期刊论文
条目标识符http://ir.kib.ac.cn/handle/151853/33760
专题植物化学与西部植物资源持续利用国家重点实验室
作者单位1.South Cent Univ Nationalities, Sch Pharmaceut Sci, Wuhan 430074, Peoples R China
2.Shantou Univ, Cardiovasc Res Ctr, Coll Med, 22 Xin Ling Rd, Shantou 515041, Peoples R China
3.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Peoples R China
4.First Peoples Hosp Yunnan Prov, PET CT Ctr, 157 Jinbi Rd, Kunming 650032, Peoples R China
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Xu, Dongdong,Sun, Wen-Wu,Xie, Yanli,et al. Metal-Free Regioselective Hypervalent Iodine-Mediated C-2 and C-3 Difunctionalization of N-Substituted Indoles[J]. JOURNAL OF ORGANIC CHEMISTRY,2016,81(22):11081-11094.
APA Xu, Dongdong.,Sun, Wen-Wu.,Xie, Yanli.,Liu, Ji-Kai.,Liu, Bin.,...&Wu, Bin.(2016).Metal-Free Regioselective Hypervalent Iodine-Mediated C-2 and C-3 Difunctionalization of N-Substituted Indoles.JOURNAL OF ORGANIC CHEMISTRY,81(22),11081-11094.
MLA Xu, Dongdong,et al."Metal-Free Regioselective Hypervalent Iodine-Mediated C-2 and C-3 Difunctionalization of N-Substituted Indoles".JOURNAL OF ORGANIC CHEMISTRY 81.22(2016):11081-11094.
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