10.1002/ejoc.201701039
European Journal of Organic Chemistry
COMMUNICATION
phenanthridones in moderate to good yields. This was further
employed to synthesize two natural products along with their
regioisomers in single steps. Owing to the therapeutic
importance of this particular heterocycle, the present
methodology will be a valuable addition towards its present
synthetic endeavours.
Chemistry–A European Journal 2016, 22, 3506-3512; c) B.
Banerji, S. Chatterjee, K. Chandrasekhar, S. Bera, L. Majumder,
C. Prodhan and K. Chaudhuri, Organic
& Biomolecular
Chemistry 2017; d) C. Chen, G. Shang, J. Zhou, Y. Yu, B. Li and
J. Peng, Organic letters 2014, 16, 1872-1875; e) L. Ye, K.-Y. Lo,
Q. Gu and D. Yang, Organic Letters 2017.
[9] a) R. Bernini, S. Cacchi, G. Fabrizi and A. Sferrazza,
Synthesis 2008, 2008, 729-738; b) R. Ferraccioli, D. Carenzi, O.
Rombola and M. Catellani, Organic letters 2004, 6, 4759-4762;
c) K. Tanimoto, N. Nakagawa, K. Takeda, M. Kirihata and S.
Tanimori, Tetrahedron Letters 2013, 54, 3712-3714.
Acknowledgements
The authors thank CSIR for funding in this project. SC & CN
want to thank UGC for a Senior Research Fellowship; KC wants
to thank CSIR for a Senior Research Fellowship. We thank Mr.
E. Padmanaban Mr. Tapas Sarkar for recording the NMR and
Mr. Sandip Chakraborty for recording the EI Mass spectra.
Keywords: Palladium catalyzed • Tandem reaction •
Phenanthridone
Reference
[1] a) S. T. Chan, P. R. Patel, T. R. Ransom, C. J. Henrich, T. C.
McKee, A. K. Goey, K. M. Cook, W. D. Figg, J. B. McMahon and
M. J. Schnermann, Journal of the American Chemical Society
2015, 137, 5569-5575; b) T.-T. Fan-Chiang, H.-K. Wang and J.-
C. Hsieh, Tetrahedron 2016, 72, 5640-5645.
[2] M. He, C. Qu, O. Gao, X. Hu and X. Hong, RSC Advances
2015, 5, 16562-16574.
[3] a) R. L. Dow, T. T. Chou, B. M. Bechle, C. Goddard and E. R.
Larson, Journal of medicinal chemistry 1994, 37, 2224-2231; b)
T. A. Grese, M. D. Adrian, D. L. Phillips, P. K. Shetler, L. L.
Short, A. L. Glasebrook and H. U. Bryant, Journal of medicinal
chemistry 2001, 44, 2857-2860; c) M. Nakamura, A. Aoyama, M.
T. Salim, M. Okamoto, M. Baba, H. Miyachi, Y. Hashimoto and H.
Aoyama, Bioorganic & medicinal chemistry 2010, 18, 2402-
2411; d) S. Patil, S. Kamath, T. Sanchez, N. Neamati, R. F.
Schinazi and J. K. Buolamwini, Bioorganic
& medicinal
chemistry 2007, 15, 1212-1228; e) S. D. Shnyder, P. A. Cooper,
N. J. Millington, J. H. Gill and M. C. Bibby, Journal of natural
products 2007, 71, 321-324.
[4] J. Ishida, K. Hattori, H. Yamamoto, A. Iwashita, K. Mihara
and N. Matsuoka, Bioorganic & medicinal chemistry letters 2005,
15, 4221-4225.
[5] M. Heinrich and H. L. Teoh, Journal of ethnopharmacology
2004, 92, 147-162.
[6] a) M. Feng, B. Tang, H.-X. Xu and X. Jiang, Organic letters
2016, 18, 4352-4355; b) T. Furuta, Y. Kitamura, A. Hashimoto, S.
Fujii, K. Tanaka and T. Kan, Organic letters 2007, 9, 183-186; c)
D. Liang, Z. Hu, J. Peng, J. Huang and Q. Zhu, Chemical
Communications 2013, 49, 173-175; d) H. Liu, W. Han, C. Li, Z.
Ma, R. Li, X. Zheng, H. Fu and H. Chen, European Journal of
Organic Chemistry 2016, 2016, 389-393; e) C. Lu, A. V.
Dubrovskiy and R. C. Larock, The Journal of organic chemistry
2012, 77, 8648-8656; f) R. Shi, H. Niu, L. Lu and A. Lei,
Chemical Communications 2017; g) G. W. Wang, T. T. Yuan
and D. D. Li, Angewandte Chemie 2011, 123, 1416-1419; h) Y.
Yang, H. Huang and L. Wu, Organic & biomolecular chemistry
2014, 12, 5351-5355; i) M. Yuan, L. Chen, J. Wang, S. Chen, K.
Wang, Y. Xue, G. Yao, Z. Luo and Y. Zhang, Organic letters
2015, 17, 346-349.
[7] E. Dubost, R. Magnelli, T. Cailly, R. Legay, F. Fabis and S.
Rault, Tetrahedron 2010, 66, 5008-5016.
[8] a) L. Ackermann, R. Jeyachandran, H. K. Potukuchi, P.
Novák and L. Bꢀttner, Organic letters 2010, 12, 2056-2059; b) B.
Banerji, S. Bera, S. Chatterjee, S. K. Killi and S. Adhikary,
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