Synthesis of 3‐Acetoxyoxindole Derivatives by Metal‐Free PhI(OAc)2‐Mediated Oxidation of 3‐Substituted Indoles. Issue 33 (24th October 2016)

• Record Type: Journal Article
• Authors: Wang, Liang; Qu, Xing; Fang, Lizhu; Li, Zhan; Hu, Siqian; Wang, Feng
• Is Part Of: European journal of organic chemistry. Issue 33(2016)
• Page Start: 5494
• Page End: 5501
• Publication Date: 2016-10-24
• Subjects: Indoles -- Nitrogen heterocycles -- Hypervalent compounds -- Iodine/ Oxidation; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201600706
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract : A new metal‐free PhI(OAc)2 ‐mediated oxidation for the synthesis of 3‐acetoxyoxindole derivatives using easily available indoles as starting materials has been developed. This protocol allows efficient access to various densely functionalized 3‐acetoxyoxindoles in moderate to good yields. The experimental results demonstrate that both the electronic properties of the N ‐protecting groups of the indoles and also the acidic reaction medium play important roles in this process. Abstract : A new metal‐free PhI(OAc)2 ‐mediated oxidation for synthesis of 3‐acetoxyoxindole derivatives using easily available indoles as starting materials has been developed. This protocol allows efficient access to various densely functionalized 3‐acetoxyoxindoles in moderate to good yields.