Organic Letters
Authors
Letter
(6) (a) Maleki, B.; Zonoz, F. M.; Akhlaghi, H. A. Org. Prep. Proced.
Int. 2015, 47, 361. (b) Karimi-Jaberi, Z.; Pooladian, B. Monatsh.
Chem. 2013, 144, 659. (c) Harichandran, G.; Amalraj, S. D.;
Shanmugam, P. J. Iran. Chem. Soc. 2011, 8, 298. (d) Harichandran,
G.; Amalraj, S. D.; Shanmugam, P. Indian J. Chem., Sect. B: Org. Chem.
Incl. Med. Chem. 2011, 50, 77. (e) Anary-Abbasinejad, M.; Mosslemin,
M. H.; Hassanabadi, A.; Safa, S. T. Synth. Commun. 2010, 40, 2209.
(f) Selvam, N. P.; Saranya, S.; Perumal, P. T. Can. J. Chem. 2008, 86,
32. (g) Zhu, S.; Xu, G.; Chu, Q.; Xu, Y.; Qui, C. J. Fluorine Chem.
1999, 93, 69. (h) Herrera Fernandez, A.; Martinez Alvarez, R.;
Morales Abajo, T. Synthesis 1996, 1996, 1299. (i) Brace, N. O.;
Mantell, G. J. J. Org. Chem. 1961, 26, 5176. (j) Magat, E. E.; Faris, F.;
Reith, E.; Salisbury, L. F. J. Am. Chem. Soc. 1951, 73, 1028. (k) Noyes,
W. A.; Forman, D. B. J. Am. Chem. Soc. 1933, 55, 3493.
Rajesh Nandi − Department of Chemistry, University of
Calcutta, Kolkata 700009, India
Prakash K. Mandal − Department of Chemistry, University of
Calcutta, Kolkata 700009, India
Anirban Kayet − Department of Chemistry, University of
Calcutta, Kolkata 700009, India
Tamalika Bhattachariya − Department of Chemistry, University
of Calcutta, Kolkata 700009, India
Complete contact information is available at:
(7) (a) Mohammad Shafiee, M. R. J. Saudi Chem. Soc. 2014, 18, 115.
(b) Wang, H.; Zhao, W. Youji Huaxue 2013, 33, 1822. (c) Mohammad
Shafiee, M. R. Can. J. Chem. 2011, 89, 555. (d) R. M. Shafiee, M. Lett.
Org. Chem. 2011, 8, 562.
(8) (a) Mahesh, P.; Rama Devi, B.; Durgeswari, L. K.; Murthy, Y. L.
N. Org. Chem. An Indian Journal 2015, 11, 323. (b) Mirjalili, B. F.;
Mirhoseini, M. A. J. Chem. Sci. 2013, 125, 1481. (c) Shen, X.; Shen,
Y.; Han, Y.; Liu, Q. Adv. Mater. Res. 2012, 441, 421. (d) Wang, Q.;
Sun, L.; Jiang, Y.; Li, C. Beilstein J. Org. Chem. 2008, 4, 1.
(e) Milenkovic, A.; Fache, F.; Faure, R.; Lemaire, M. Synth. Commun.
1999, 29, 1535. (f) Zav’yalov, S. I.; Kulikova, L. B. Khim.-Farm. Zh.
1992, 26, 88.
(9) (a) Chung, T.-W.; Hung, Y.-T.; Thikekar, T.; Paike, V. V.; Lo, F.
Y.; Tsai, P.-H.; Liang, M.-C.; Sun, C.-M. ACS Comb. Sci. 2015, 17,
442. (b) Shirakawa, E.; Uchiyama, N.; Hayashi, T. J. Org. Chem. 2011,
76, 25. (c) Mao, H.; Wang, X.; Wang, W.; He, L.; Kong, L.; Liu, J.
Synthesis 2008, 2008, 2582. (d) Rowland, G. B.; Rowland, E. B.;
Liang, Y.; Perman, J. A.; Antilla, J. C. Org. Lett. 2007, 9, 2609.
(10) (a) Sengupta, T.; Gayen, K. S.; Pandit, P.; Maiti, D. K. Chem. -
Eur. J. 2012, 18, 1905. (b) Maiti, D. K.; Halder, S.; Pandit, P.;
Chatterjee, N.; De Joarder, D.; Pramanik, N.; Saima, Y.; Patra, A.;
Maiti, P. K. J. Org. Chem. 2009, 74, 8086.
Notes
The authors declare no competing financial interest.
ACKNOWLEDGMENTS
■
Financial support of SERB (No. EMR/2017/005028), UGC
(RN), CSIR (PKM), and D. S. Kothari, UGC (AK, No. F.4-2/
2006 (BSR)/CH/16-17/0058), India are gratefully acknowl-
edged.
REFERENCES
■
(1) For benzimidate and acetamidate, see: (a) Shaw, M.; Kumar, A.
Org. Lett. 2019, 21, 3108. (b) Thakur, R.; Jaiswal, Y.; Kumar, A. Org.
Biomol. Chem. 2019, 17, 9829. (c) Kumar, Y.; Jaiswal, Y.; Kumar, A.
Org. Lett. 2018, 20, 4964. (d) Kumar, Y.; Jaiswal, Y.; Kumar, A. J. Org.
Chem. 2016, 81, 12247. (e) Kumar, Y.; Shaw, M.; Thakur, R.; Kumar,
A. J. Org. Chem. 2016, 81, 6617. (f) Karmakar, R.; Pahari, P.; Mal, D.
Chem. Rev. 2014, 114, 6213. (g) No, B. I.; Zotov, Yu. L.; Shishkin, E.
V.; Klimov, D. S. Russ. J. Gen. Chem. 2001, 71, 1807. (h) Katritzky, A.
R.; Meth-Cohn, O.; Rees, C. W. Comprehensive Organic Functional
Group Transformations, Vol. 6; Elsevier Science, Ltd. and Pergamon
Press, 1995; p 70. (i) Roger, R.; Neilson, D. G. Chem. Rev. 1961, 61,
179. (j) Yu, D. G.; Suri, M.; Glorius, F. J. J. Am. Chem. Soc. 2013, 135,
8802−8805.
(2) (a) Tanaka, R.; Tanimoto, I.; Kojima, M.; Yoshino, T.;
Matsunaga, S. J. Org. Chem. 2019, 84, 13203. (b) Wang, H.;
Lorion, M. M.; Ackermann, L. Angew. Chem., Int. Ed. 2016, 55, 10386.
(c) Li, X. G.; Sun, M.; Liu, K.; Liu, P. N. Adv. Synth. Catal. 2015, 357,
395. (d) Lian, Y.; Bergman, R. G.; Ellman, J. A. Chem. Sci. 2012, 3,
3088. (e) Lv, N.; Chen, Z.; Liu, Y.; Liu, Z.; Zhang, Y. Org. Lett. 2017,
19, 2588. (f) Tian, M.; Liu, B.; Sun, J.; Li, X. Org. Lett. 2018, 20, 4946.
́
(3) (a) Aleman, C.; Puiggali, J. J. Org. Chem. 1995, 60, 910.
(b) Nunami, K. I.; Yamazaki, T.; Goodman, M. Biopolymers 1991, 31,
1503. (c) Rodriguez, M.; Dubreuil, P.; Bali, J. P.; Martinez, J. J. Med.
Chem. 1987, 30, 758.
(4) (a) Rayavarapu, S.; Kadiri, S. K.; Gajula, M. B.; Nakka, M.;
Tadikonda, R.; Yarla, N. S.; Vidavalur, S. Med. Chem. 2014, 4, 367.
(b) Xu, Z.; Wang, Q.; Zhu, J. J. Am. Chem. Soc. 2013, 135, 19127.
(c) Ma, C.; Wang, L.; Yang, P.; Myint, K. Z.; Xie, X.-Q. J. Chem. Inf.
Model. 2013, 53, 11. (d) Yang, P.; Myint, K.-Z.; Tong, Q.; Feng, R.;
Cao, H.; Almehizia, A. A.; Alqarni, M. H.; Wang, L.; Bartlow, P.; Gao,
Y.; Gertsch, J.; Teramachi, J.; Kurihara, N.; Roodman, G. D.; Cheng,
T.; Xie, X.-Q. J. Med. Chem. 2012, 55, 9973. (e) Verdel, B. M.;
Souverein, P. C.; Egberts, A. C. G.; Leufkens, H. G. M. Ann.
Pharmacother. 2006, 40, 1040.
(5) (a) Kecek Plesec, K.; Urbancic, D.; Gobec, M.; Pekosak, A.;
Tomasic, T.; Anderluh, M.; Mlinaric-Rascan, I.; Jakopin, Z. Bioorg.
Med. Chem. 2016, 24, 5221. (b) Abou-Elmagd, W. S. I.; Hashem, A. I.
Med. Chem. Res. 2013, 22, 2005. (c) Ragno, R.; Coluccia, A.; La
Regina, G.; De Martino, G.; Piscitelli, F.; Lavecchia, A.; Novellino, E.;
Bergamini, A.; Ciaprini, C.; Sinistro, A.; Maga, G.; Crespan, E.; Artico,
M.; Silvestri, R. J. Med. Chem. 2006, 49, 3172−3184. (d) Garratt, P. J.;
Jones, R.; Tocher, D. A.; Sugden, D. J. Med. Chem. 1995, 38, 1132−
1139.
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