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Oxyfunctionalization of ketones bearing α‐methylene group with piperidine oxoammonium salt. Synthesis of α‐diketones from monoketones
Author(s) -
YouCheng Liu,
Tan Ren,
QingXiang Guo
Publication year - 1996
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.19960140311
Subject(s) - chemistry , methylene , piperidine , acetonitrile , salt (chemistry) , bearing (navigation) , chloride , group (periodic table) , coupling (piping) , organic chemistry , medicinal chemistry , polymer chemistry , metallurgy , materials science , cartography , geography
A facile method for the title transformation is described. The reaction of 2,2,6,6‐tetramethyl‐4‐methoxypiperidine oxoammonium chloride (1b) and ketones bearing α‐methylene group in acetonitrile proceeded smoothly to give the α‐oxyfunctionalized coupling products (6a‐h). These coupling products decomposed upon heating in acidic medium to produce α‐diketones (7a‐h) in good to excellent yields.