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Synthesis of Tetracyclic Phenazine Derivatives by Reactions of Lawsone with Diamines
Corresponding Author(s) : R. Jain
Asian Journal of Chemistry,
Vol. 25 No. 4 (2013): Vol 25 Issue 4
Abstract
The reaction of lawsone (1) with 1,2-diaminobenzene (2) gave the tetracyclic phenazine derivatives (4) while with 2,3-diaminotoluene (5) a mixture of the phenazine regioisomers (8) and (9) were obtained, on simple grinding as also on heating. No reaction was observed with 1,2-diaminoethane (10) under similar conditions.
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- A.V. Pinto, C.N. Pinto, C. Mdo, R.S. Rita, C.A. Pezzella and S.L. Castro, Arzneimittelforschung, 47, 74 (1997).
- H. Hussain, K. Krohn, V.U. Ahmad, G.A. Miana and I.R. Green, Arkivoc, 145 (2007).
- R.H. Thomson, Naturally Occcuring Quinones III, Chapmann & Hall, London (1987).
- A.R. Mehendale and R.H. Thomson, Phytochemistry, 14, 801 (1975).
- J. Yin and L.S. Liebeskind, J. Org. Chem., 63, 5726 (1998).
- B.H. Alia, A.K. Bashir and M.O.M. Tanira, Pharmacology, 51, 356 (1995).
- P. Panjchayupaka, H. Moguchi, W. De-Eknamkul and U. Sankawa, Phytochemistry, 40, 1141 (1995).
- S. Spyroudis, Molecules, 5, 1291 (2000).
References
A.V. Pinto, C.N. Pinto, C. Mdo, R.S. Rita, C.A. Pezzella and S.L. Castro, Arzneimittelforschung, 47, 74 (1997).
H. Hussain, K. Krohn, V.U. Ahmad, G.A. Miana and I.R. Green, Arkivoc, 145 (2007).
R.H. Thomson, Naturally Occcuring Quinones III, Chapmann & Hall, London (1987).
A.R. Mehendale and R.H. Thomson, Phytochemistry, 14, 801 (1975).
J. Yin and L.S. Liebeskind, J. Org. Chem., 63, 5726 (1998).
B.H. Alia, A.K. Bashir and M.O.M. Tanira, Pharmacology, 51, 356 (1995).
P. Panjchayupaka, H. Moguchi, W. De-Eknamkul and U. Sankawa, Phytochemistry, 40, 1141 (1995).
S. Spyroudis, Molecules, 5, 1291 (2000).