4
Tetrahedron
(b) Kumar V, Sharma U, Singh B, KumarA N. Aust J Chem.
2012;65:1594;
(c) Ogiwara Y, Uchiyama T, Sakai N. Angew Chem Int Ed.
2016;55:1864;
(d) Kumar V, Sharma U, Verma PK, Kumar N, Singh B. Adv
Synth Catal. 2012;354:870;
(e) Kumar V, Sharma S, Sharma U, Singh B Kumar N. Green
Chem. 2012;14:3410;
A tentative mechanism to rationalize the products 3
formation is shown in scheme 4. Initially, 1 reacts with 2 to form
imine intermediate A, then, addition of A and formic acid on Pd-
Cat led to the formation of key intermediate palladium hydride
complex C. A new hydrido palladium complex D is formed from
C by releasing carbon dioxide. Upon reduction elimination,
complex D gave the intermediate E with regeneration of Pd-Cat.
(f) Mao F, Sui D, Qi Z, Fan H, Chen R, Huang J. RSC Adv.
2016;6:94068.
At last, desired product
dehydration from E.
3 is formed by intramolecular
11. (a) Ordóñez M, Tibhe GD, Zamudio-Medina A, Viveros-Ceballos
JL. Synthesis. 2012;44:569;
In conclusion, we have developed an efficient, green and
convenient method for the synthesis of N-substituted isoindolin-
1-ones via the reaction of 2-formylbenzoic acid and amine under
Pd(OAc)2/HCOOH system. This procedure is also suitable for the
modification of natural products. Moreover, the mild reaction
conditions, short reaction times, high yields of the products, ease
of work-up, compatibility with various functional groups, and the
ecologically clean procedure, will make the present method a
useful and important addition to the present methodologies for
the synthesis of N-substituted isoindolin-1-ones.
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Acknowledgments
This work was supported by the National Natural Science
(XDA12040303), Shanghai Science & Technology Support
Program (13431900401).
Supplementary data
Supplementary data associated with this article can be found,
in the online version, at
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