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A simple and effective method for fluoroalkylation — the addition of fluoroalkyl iodide to olefins in the presence of hydrogen peroxide
Author(s) -
Chen QingYun,
Chen MingFang
Publication year - 1991
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.19910090214
Subject(s) - chemistry , hydroquinone , hydrogen peroxide , acetonitrile , acetone , iodide , adduct , hydrogen iodide , tetrahydrofuran , ether , solvent , halogen , organic chemistry , medicinal chemistry , photochemistry , hydrogen , alkyl
Addition of fluoroalkyl iodides to olefins in the presence of hydrogen peroxide (H 2 O 2 ) in acetone, acetonitrile or ethanol gave the corresponding 1:1 adducts in good yields. Reaction of fluoroalkyl iodide with diallyl ether (DAE) yielded tetrahydrofuran derivatives. p ‐Hydroquinone ( p ‐HQ) can partly suppress the reaction. A radical initiation mechanism is proposed.