Reactions of cyclopropyl aryl ketones with alpha-ketoacetic acids catalyzed by C8F17SO3H in fluorous phase.
In this paper, we successively apply the "fluorous biphase system" (FBS) technique to the reactions of cyclopropyl aryl ketones with alpha-ketoacetic acids catalyzed by C8F17SO3H (30 mol%) using perfluorodecalin (C10F18, cis- and trans-mixture) and DCE as a co-solvent to give the corresponding products 5,6-dihydropyran-2-ones in good yields. Moreover, the reaction system can be performed for several times without reloading the catalyst and the fluorous solvent.
Yang
Yong-Hua
YH
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai, 200032, China.
Liu
Ying-Hao
YH
Shi
Min
M
D000085:Acetates / Q000737:chemistry*; D017738:Alkanesulfonic Acids / Q000737:chemistry*; D002384:Catalysis; D005025:Ethylene Dichlorides / Q000737:chemistry; D005466:Fluorocarbons / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry*; D015394:Molecular Structure; D011753:Pyrones / Q000138:chemical synthesis / Q000737:chemistry; D013237:Stereoisomerism; D013499:Surface Properties
D000085:Acetates; D017738:Alkanesulfonic Acids; D005025:Ethylene Dichlorides; D005466:Fluorocarbons; D007659:Ketones; D011753:Pyrones; C008805:perfluorodecalin; C024565:ethylene dichloride; C076994:perfluorooctane sulfonic acid