Organic Letters
Letter
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ligand to form a relatively stable 5-membered palladacycle.
Second, it imparts a strong inductive effect that stabilizes the
incipient anion which leads to rapid decarboxylation followed
by allylation.
In conclusion, we have developed a Pd/Ag bimetallic system
for the decarboxylative sp2−sp3 allylation of ortho-nitrobenzoic
esters in an intramolecular fashion. A synergistic effect of
palladium and silver was observed in this decarboxylative
allylation. Mechanistic studies suggest that silver-assisted
decarboxylation occurs in an anionic pathway at the presented
reaction conditions which lead to an allylation product via
transmetalation and reductive elimination.
ASSOCIATED CONTENT
* Supporting Information
■
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(n) Ghosh, S.; Bhunia, S.; Kakde, B. N.; De, S.; Bisai, A. Chem.
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S
Experimental procedures, spectroscopic data, 1H and 13C NMR
spectra for all synthesized compounds. This material is available
AUTHOR INFORMATION
Corresponding Author
■
Notes
The authors declare no competing financial interest.
ACKNOWLEDGMENTS
■
This work was supported by CSIR, Govt. of India, miND;
Grant No. BSC 0115. The authors would like to thank the
reviewers for their valuable comments and suggestions to
improve the quality of the paper.
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