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Hydrogen Peroxide‐Induced Oxidative Dimerization of Wittig Reagents: Improving the Selectivity, Yield and Expanding to the Aryl System
Author(s) -
He Wei,
Lv YueGuang,
Hong TianYu,
Tong YuanBo,
Zhu ZhongPeng,
Wei Qian,
Guo CunYue,
Yu Gui,
Yang JingKui
Publication year - 2017
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201701434
Subject(s) - wittig reaction , yield (engineering) , reagent , chemistry , hydrogen peroxide , stereoselectivity , aryl , oxidative phosphorylation , solvent , selectivity , combinatorial chemistry , organic chemistry , medicinal chemistry , catalysis , materials science , biochemistry , alkyl , metallurgy
Under the protection of nitrogen, the use of THF as best solvent can increase the yield or stereoselectivity of the H 2 O 2 induced oxidation of Wittig reagents to give the corresponding dimerization products ( trans ‐alkenes) as the major or only product in better to good yields up to 98 %. This reaction can be expanded to the aryl system in the yield up to 94 % for homo‐coupled dimers or 58 % for cross coupled dimers. This result will expand the synthetic application scope of Wittig reagents and H 2 O 2 .
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