10.1002/chem.201701830
Chemistry - A European Journal
COMMUNICATION
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Scheme 3. Proposed Mechanism.
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We have developed a method for oxyalkylation of alkynes
with alkyl carboxylic acids catalyzed by an iron catalyst. The
diacyl peroxides and peresters can be easily synthesized from
alkyl carboxylic acids, which not only behave as alkyl free radical
sources but act as internal oxidants for the transformations.
Good substrate scope was observed and good to high efficiency
was achieved. Mechanistic studies revealed that the highly
reactive alkyl radical intermediate was generated and captured
with the assistance of the iron-containing catalyst. This strategy
could be used for difunctionalization of bioactive compound at a
late stage in synthesis.
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Acknowledgements
We thank NSFC (grant no. 21402200, 21502191, 21672213),
Strategic Priority Research Program of the Chinese Academy of
Sciences (Grant No. XDB20000000), The 100 Talents Program,
“The 1000 Youth Talents Program” for financial support. We also
thank Professor Daqiang Yuan from our institute for X-ray
structural analysis.
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Keywords: oxyalkylation • decarboxylation • radical • alkyne •
aliphatic carboxylic acid
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