ChemComm
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DOI: 10.1039/C8CC03445A
COMMUNICATION
Journal Name
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slope of 1.01 was obtained from the plot of log(rate) vs
6
log(conc. of
substrates.
2). Thus, the rate of reaction depends on both the
Conclusions
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In summary, we have developed the first example of
alkynylation of various alkyl amides, particularly selective
alkynylation of R chain of amides R1C(O)NHR. Easily removable
picolinamide and its derivatives were identified as suitable
γ
γ
-
-
auxiliaries for enabling Pd-catalyzed γ-alkynylation process.
The substrate scope was successfully expanded applying
carbocyclic and acyclic alkyl amides. Interestingly, the present
protocol showed site-selective γ
-alkynylation C(sp3)-H bond in
the presence of accessible Ar-C(sp3)–H and Ar-C(sp2)-H bonds.
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Conflicts of interest
“There are no conflicts to declare”.
Notes and references
‡ This research is supported by the SERB under Green Chemistry
programme (EMR/2015/30) and CSIR-INPROTICS (HCP0011A).
VGL thank the CSIR-SRF for research fellowship.
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