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Dithiolane‐Directed Tandem Oxidation/1,2‐Benzyl Migration of Tetramic Acids under Ambient Conditions
Author(s) -
Li Yifei,
Xu Xianxiu,
Xia Chunyu,
Pan Ling,
Liu Qun
Publication year - 2012
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201200096
Subject(s) - chemistry , succinimides , dithiolane , moiety , tandem , succinimide , sulfide , organic chemistry , oxygen , combinatorial chemistry , composite material , materials science
Reactions directly involving triplet oxygen are an important issue in organic and biological chemistry. We now report that exposure of tetramic acids in the open air (molecular oxygen) at room temperature can lead to the formation of succinimide derivatives in high to excellent yields via tandem oxidation/1,2‐benzyl migration. In this reaction, the dithiolane moiety plays a crucial role and succinimides are produced either in the presence or absence of dibutyl sulfide as reductant.