Communication
Organic & Biomolecular Chemistry
mixture was stirred at room temperature for the appropriate
time. The solvent was removed using a rotary evaporator and
9 J.-S. Kim, K. Shin-ya, K. Furihata, Y. Hayakawa and H. Seto,
Tetrahedron Lett., 1997, 38, 3431.
the crude product was purified using column chromatography 10 K. Cimanga, T. De Bruyne, L. Pieters and A. J. Vlietinck,
(silica gel, 100–200 mesh; ethyl acetate/hexane).
J. Nat. Prod., 1997, 60, 688.
11 (a) N. Morimoto, K. Morioku, H. Suzuki, Y. Takeuchi and
Y. Nishina, Org. Lett., 2016, 18, 2020; (b) F. Nowrouzi and
R. A. Batey, Angew. Chem., Int. Ed., 2013, 52, 892;
(c) A. Wetzel and F. Gagosz, Angew. Chem., Int. Ed., 2011,
50, 7354; (d) B. Lu, Y. Luo, L. Liu, L. Ye, Y. Wang and
L. Zhang, Angew. Chem., Int. Ed., 2011, 50, 8358;
(e) B. Deka, M. L. Deb, R. Thakuria and P. K. Baruah, Catal.
Commun., 2018, 106, 68.
Conflicts of interest
There are no conflicts of interest to declare.
Acknowledgements
12 (a) M. L. Deb, C. D. Pegu, B. Deka, P. Dutta, A. S. Kotmale
and P. K. Baruah, Eur. J. Org. Chem., 2016, 3441;
(b) A. K. Goash and Z.-H. Chen, Org. Biomol. Chem., 2014,
12, 3567; (c) T. P. Pathak, K. M. Gligorich, B. E. Welm and
M. S. Sigman, J. Am. Chem. Soc., 2010, 132, 7870.
13 (a) P. Katrun, C. Mueangkaew, M. Pohmakotr, V. Reutrakul,
T. Jaipetch, D. Soorukram and C. Kuhakarn, J. Org. Chem.,
2014, 79, 1778; (b) T. Hostier, V. Ferey, G. Ricci, D. G. Pardo
and J. Cossy, Chem. Commun., 2015, 51, 13898; (c) F. Xiao,
H. Chen, H. Xie, S. Chen, L. Yang and G.-J. Deng, Org. Lett.,
2014, 16, 50.
MLD is thankful to the Science and Engineering Research
Board (SERB), India, (Grant No. SB/FT/CS-073/2014) for the
financial support. PKB is also thankful to the SERB, India
(Grant No. SB/FT/CS-100/2012) for the financial support. BD is
thankful to the MHRD, Govt of India, for research fellowship
under the TEQIP-III Project. The authors acknowledge
Dr Ranjit Thakuria, Dept. of Chemistry, Gauhati University, for
X-ray structure analysis.
Notes and references
14 (a) Q. Shuai, G. Deng, Z. Chua, D. S. Bohle and C.-J. Li, Adv.
Synth. Catal., 2010, 352, 632; (b) Y.-X. Li, K.-G. Ji,
H.-X. Wang, S. Ali and Y.-M. Liang, J. Org. Chem., 2011, 76,
744; (c) Y.-X. Li, H.-X. Wang, S. Ali, X.-F. Xia and
Y.-M. Liang, Chem. Commun., 2012, 48, 2343; (d) W.-B. Wu
and J.-M. Huang, Org. Lett., 2012, 14, 5832; (e) D. Beukeaw,
K. Udomsasporn and S. Yotphan, J. Org. Chem., 2015, 80,
3447; (f) Z.-J. Cai, S.-Y. Wang and S.-J. Ji, Org. Lett., 2013,
15, 5226; (g) S. K. Ghosh and R. Nagarajan, RSC Adv., 2014,
4, 20136; (h) S. Badigenchala and G. Sekar, J. Org. Chem.,
2017, 82, 7657; (i) S. Badigenchala, V. Rajeshkumar and
G. Sekar, Org. Biomol. Chem., 2016, 14, 2297;
( j) T. Kotipalli, V. Kavala, D. Janreddy, C. Kuo, T. Kuo,
H. N. Huang, C. H. He and C. F. Yao, RSC Adv., 2014, 4,
2274.
1 (a) B. E. Evans, K. E. Rittle, M. G. Bock, R. M. DiPardo,
R. M. Freidinger, W. L. Whitter, G. F. Lundell, D. F. Veber,
P. S. Anderson, R. S. L. Chang, V. J. Lotti, D. J. Cerino,
T. B. Chen, P. J. Kling, K. A. Kunkel, J. P. Springer and
J. Hirshfield, J. Med. Chem., 1988, 31, 2235;
(b) D. A. Horton, G. T. Bourne and M. L. Smythe, Chem.
Rev., 2003, 103, 893.
2 (a) M. A. Metwally, S. Shaaban, B. F. Abdel-Wahab and
G. A. El-Hiti, Curr. Org. Chem., 2009, 13, 1475;
(b) J. Hajicek, Collect. Czech. Chem. Commun., 2007, 72, 821;
(c) S. Agarwal, S. Cammerer, S. Filali, W. Frohner, J. Knoll,
M. P. Krahl, K. R. Reddy and H. J. Knolker, Curr. Org.
Chem., 2005, 9, 1601.
3 J. Ford and R. J. Capon, J. Nat. Prod., 2000, 63, 1527.
4 K. Nikoofar, D. Kadivar and S. Shirzadnia, Iran. Chem. 15 (a) M. L. Deb, P. J. Borpatra, P. J. Saikia and P. K. Baruah,
Commun., 2014, 2, 300.
5 S. Olgen, E. Akaho and D. Nebioglu, J. Enzyme Inhib. Med.
Chem., 2003, 18, 485.
Synthesis, 2017, 49, 1401; (b) M. L. Deb and P. J. Bhuyan,
Tetrahedron Lett., 2006, 47, 1441; (c) M. L. Deb, B. Deka,
P. J. Saikia and P. K. Baruah, Tetrahedron Lett., 2017, 58,
1999.
6 (a) F. R. de Sá Alves, E. J. Barreiro and C. A. M. Fraga, Mini-
Rev. Med. Chem., 2009, 9, 782; (b) M. E. Welsch, S. A. Snyder 16 M. Asikainen, O. Jauhiainen, O. Aaltonen and A. Harlin,
and B. R. Stockwell, Curr. Opin. Chem. Biol., 2010, 14, 1. Green Chem., 2013, 15, 3230.
7 C. Moquin-Pattey and M. Guyot, Tetrahedron, 1989, 45, 17 (a) M. C. Milenkovićand and D. R. Stanisavljev, J. Phys.
3445.
Chem. A, 2012, 116, 554; (b) G. Schmitz, Phys. Chem. Chem.
Phys., 2010, 12, 6605.
8 T. C. Barden, Top. Heterocycl. Chem., 2010, 26, 31.
7810 | Org. Biomol. Chem., 2018, 16, 7806–7810
This journal is © The Royal Society of Chemistry 2018