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Synthesis of 3‐Acetoxyoxindole Derivatives by Metal‐Free PhI(OAc) 2 ‐Mediated Oxidation of 3‐Substituted Indoles
Author(s) -
Wang Liang,
Qu Xing,
Fang Lizhu,
Li Zhan,
Hu Siqian,
Wang Feng
Publication year - 2016
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201600706
Subject(s) - chemistry , combinatorial chemistry , metal , oxidation process , organic chemistry , chemical engineering , engineering
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.