RSC Advances
Paper
T. Katsuki, Tetrahedron Lett., 2000, 41, 3941; (k) J. Eames
and M. Watkinson, Angew. Chem., 2001, 113, 3679–3683;
Angew. Chem., Int. Ed., 2001, 40, 3567; (l) A. V. Malkov,
Conclusions
In conclusion an effective and temperature-controlled protocol
was developed for the synthesis of tert-butyl peresters and
benzoic acids from benzyl cyanides in the presence of Cu/TBHP
catalytic system. Various derivatives of tert-butyl peresters were
synthesized in high yields under solvent-free conditions at
room temperature. Benzoic acids were prepared under the same
conditions with a slightly modied procedure, in which the
ˆ
M. Bella, V. Langer and P. Kocovsk´y, Org. Lett., 2000, 2,
3047; (m) M. B. Andrus and Z. Zhou, J. Am. Chem. Soc.,
2002, 124, 8806.
3 (a) N. Milas and D. M. Surgenor, J. Am. Chem. Soc., 1946, 68,
642; (b) S. L. Silbert and D. Swern, J. Am. Chem. Soc., 1959, 81,
2364; (c) N. A. Milas, D. G. Orphanos and R. J. Klein, J. Org.
Chem., 1964, 29, 3099; (d) M. Y. Lu, R. Bao, W. Liu and
Y. Li, J. Org. Chem., 1995, 60, 5341; (e) Y. Hamada,
A. Mizuno, T. Ohno and T. Shioiri, Chem. Pharm. Bull.,
1984, 32, 3683.
ꢀ
reaction temperature was increased to 80 C.
Acknowledgements
We are thankful to Persian Gulf University Research Council for
partial support of this work.
4 W. Wei, C. Zhang, Y. Xu and X. Wan, Chem. Commun., 2011,
47, 10827.
5 H. Zhang, D.-Q. Dong, S.-H. Hao and Z.-L. Wang, RSC Adv.,
2016, 6, 8465.
Notes and references
6 (a) S.-I. Murahashi, T. Naota and T. Kuwabara, Synlett, 1989,
62; (b) B. M. Choudary and P. N. Reddy, J. Mol. Catal. A:
Chem., 1996, 112, 385; (c) Y. Luo, Q. Wen, Z. Wu, J. Jin,
P. Lu and Y. Wang, Tetrahedron, 2013, 69, 8400; (d)
L. Zhang, Q. Wen, J. Jin, C. Wang, P. Lu and Y. Wang,
Tetrahedron, 2013, 69, 4236; (e) J. Jin, Q. Wen, P. Lu and
Y. Wang, Chem. Commun., 2012, 48, 9933; (f) Q. Wen, J. Jin,
Y. Mei, P. Lu and Y. Wang, Eur. J. Org. Chem., 2013, 4032.
7 (a) D. Saberi, F. Shojaeyan and K. Niknam, Tetrahedron Lett.,
2016, 57, 566; (b) N. Khatun, S. K. Santra, A. Banerjee and
B. K. Patel, Eur. J. Org. Chem., 2015, 1309; (c) J. Wang,
C. Liu, J. Yuan and A. Lei, Angew. Chem., Int. Ed., 2013, 52,
2256; (d) S. C. Ghosh, J. S. Y. Ngiam, C. L. L. Chai,
A. M. Seayad, T. T. Dang and A. Chen, Adv. Synth. Catal.,
2012, 354, 1407; (e) W. Wei, C. Zhang, Y. Xu and X. Wan,
Chem. Commun., 2011, 47, 10827.
1 (a) C. Liu, H. Zhang, W. Shi and A. Lei, Chem. Rev., 2011, 111,
1780; (b) W. Shi, C. Liu and A. Lei, Chem. Soc. Rev., 2011, 40,
2761; (c) C.-J. Li, Acc. Chem. Res., 2009, 42, 335; (d)
M. Klussmann and D. Sureshkumar, Synthesis, 2011, 353.
2 (a) W. Ando, Organic peroxides, Wiley-interscience, New York,
1992; (b) L. Wang, X. Liu and Y. Li, Macromolecules, 1998, 31,
3446; (c) S. N. Gupta, I. Gupta and D. C. Neckers, J. Polym. Sci.,
Polym. Chem. Ed., 1981, 19, 103; (d) P. C. Montevecchi,
A. Manetto, M. L. Navacchia and C. Chatgilialoglu,
Tetrahedron, 2004, 60, 4303; (e) B. K. Shah and
D. C. Neckers, J. Am. Chem. Soc., 2004, 126, 1830; (f)
F. Formaggio, M. Crisma, L. Scipionato, S. Antonello,
F. Maran and C. Toniolo, Org. Lett., 2004, 6, 2753; (g) Y. Li,
S. Niu, B. Sun, S. Liu, X. Liu and Y. Che, Org. Lett., 2010, 12,
3144; (h) D. A. Powell and H. Fan, J. Org. Chem., 2010, 75,
2726; (i) M. T. Rispens, C. Zondercu and B. L. Feringa,
Tetrahedron: Asymmetry, 1995, 6, 661; (j) Y. Kohmura and
7622 | RSC Adv., 2017, 7, 7619–7622
This journal is © The Royal Society of Chemistry 2017