Synthesis and structure of new 3,7,10-substituted-phenothiazine derivatives

• Authors: Raluca Turdean , Elena Bogdan , Anamaria Terec , Anca Petran , Laurian Vlase , Ioan Turcu , Ion Grosu
• Languages of publication: EN

Abstracts

EN

The synthesis of new 3,7-dibromophenothiazine derivatives bearing bromoalkyl, mercaptoalkyl and alkylthioacetate groups on the N atom at position 10 is reported. The Suzuki coupling reaction of one of these derivatives via the bromine atoms at positions 3 and 7 with bromothiophene derivatives is also discussed. [...]

Keywords

EN

N-Bromoalkyl; N-alkythioacetate and N-Mercaptoalkyl 3,7-dibromophenothiazines; Podands; Suzuki coupling

• Publisher: De Gruyter Open
• Journal: Open Chemistry
• Year: 2009
• Volume: 7
• Issue: 1
• Pages: 111-117

Dates

published

1 - 3 - 2009

online

23 - 12 - 2008

Contributors

author

Raluca Turdean

• Organic Chemistry Department and CCOCCAN, “Babes-Bolyai” University, RO-400028, Cluj-Napoca, Romania

author

Elena Bogdan

• Organic Chemistry Department and CCOCCAN, “Babes-Bolyai” University, RO-400028, Cluj-Napoca, Romania

author

Anamaria Terec

• Organic Chemistry Department and CCOCCAN, “Babes-Bolyai” University, RO-400028, Cluj-Napoca, Romania

author

Anca Petran

• Organic Chemistry Department and CCOCCAN, “Babes-Bolyai” University, RO-400028, Cluj-Napoca, Romania

author

Laurian Vlase

• Faculty of Pharmacy, University of Medicine and Pharmacy “Iuliu Hațieganu”, RO-400023, Cluj-Napoca, Romania

author

Ioan Turcu

• National Institute of Research and Development for Isotopic and Molecular Technologies, RO-400293, Cluj-Napoca, Romania

author

Ion Grosu

• Organic Chemistry Department and CCOCCAN, “Babes-Bolyai” University, RO-400028, Cluj-Napoca, Romania

References

• [1] C. Bodea, I. Silberg, Adv. Heterocycl. Chem. 9, 321 (1968) http://dx.doi.org/10.1016/S0065-2725(08)60375-X[Crossref]
• [2] I.A. Silberg, G. Cormos, D.C. Oniciu, Adv. Heterocycl. Chem. 90, 205 (2006) http://dx.doi.org/10.1016/S0065-2725(05)90003-2[Crossref]
• [3] Y. Iida, Bull. Chem. Soc. Jpn. 44, 663 (1971) http://dx.doi.org/10.1246/bcsj.44.663[Crossref]
• [4] G. Mehta, T. Sambaiah, B.G. Maiya, M. Sirish, A. Dattagupta, J. Chem. Soc. Perkin Trans. 1, 295 (1995) http://dx.doi.org/10.1039/p19950000295[Crossref]
• [5] P. Catsoulacos, D. Catsoulacos, J. Heterocycl. Chem. 29, 675 (1992) [Crossref]
• [6] R. Humphry-Baker, A.M. Braun, M. Gratzel, Helv. Chim. Acta 64, 2036 (1981) http://dx.doi.org/10.1002/hlca.19810640708[Crossref]
• [7] H. Spreitzer, J. Daub, Chem. Eur. J. 2, 1150 (1996) http://dx.doi.org/10.1002/chem.19960020918[Crossref]
• [8] M. Toşa, C. Paizs, C. Majdik, L. Novák, P. Kolonits, F.-D. Irimie, L. Poppe, Tetrahedron: Asymmetry 13, 211 (2002) http://dx.doi.org/10.1016/S0957-4166(02)00077-0[Crossref]
• [9] Y. Komine, Y. Ueda, T. Goto, H. Fujihara, Chem. Commun. 302 (2006) [Crossref]
• [10] D.T. Miles, R.W. Murray, Anal. Chem. 73, 921 (2001) http://dx.doi.org/10.1021/ac0012647[Crossref]
• [11] T. Goto, H. Fujihara, J. Mater. Sci. 39, 2171 (2004) http://dx.doi.org/10.1023/B:JMSC.0000017780.53301.da[Crossref]
• [12] H. Chiou, P. Reeves, E.R. Biehl, J. Heterocycl. Chem. 13, 77 (1976) http://dx.doi.org/10.1002/jhet.5570130114[Crossref]
• [13] H. Bauer, F. Stier, C. Petry, A. Knorr, C. Stadler, H.A. Staab, Eur. J. Org. Chem. 3255 (2001) [Crossref]
• [14] W. Huang, M. Helvenston, J.L. Casson, R. Wang, J.-F. Bardeau, Y. Lee, M.S. Johal, B.I. Swanson, J.M. Robinson, D. Li, Langmuir 15, 6510 (1999) http://dx.doi.org/10.1021/la990237c[Crossref]
• [15] T. Tsukatani, H. Fujihara, Langmuir 21, 12093 (2005) http://dx.doi.org/10.1021/la052332t[Crossref]
• [16] S. Dollinger, S. Löber, R. Klingenstein, C. Korth, P. Gmeiner, J. Med. Chem. 49, 6591 (2006) http://dx.doi.org/10.1021/jm060773j[Crossref]
• [17] M.J. Cho, S.K. Lee, J.-I. Jin, D.H. Choi, L.R. Dalton, Thin Solid Films 515, 2303 (2006) http://dx.doi.org/10.1016/j.tsf.2006.03.061[Crossref]
• [18] Md. A.B.H. Susan, A. Ishibashi, Y. Takeoka, M. Watanabe, Colloids Surf. B 38, 167 (2004) http://dx.doi.org/10.1016/j.colsurfb.2004.01.016[Crossref]
• [19] S.-L. Tseng, T.-K. Yang, Tetrahedron: Asymmetry 15, 3375 (2004) http://dx.doi.org/10.1016/j.tetasy.2004.08.009[Crossref]
• [20] C.S. Krämer, T.J. Zimmermann, M. Sailer, T.J.J. Müller, Synthesis 9, 1163 (2002) http://dx.doi.org/10.1055/s-2002-32527[Crossref]
• [21] C.S. Krämer, K. Zeitler, T.J.J. Müller, Tetrahedron Lett. 42, 8619 (2001) http://dx.doi.org/10.1016/S0040-4039(01)01848-2[Crossref]
• [22] M. Sailer, R.A. Gropeanu, T.J.J. Müller, J. Org. Chem. 68, 7509 (2003) http://dx.doi.org/10.1021/jo034555z[Crossref]
• [23] M. Sailer, M. Nonnenmacher, T. Oeser, T.J.J. Müller, Eur. J. Org. Chem. 433 (2006)
• [24] M. Sailer, A.W. Franz, T.J.J. Müller, Chem. Eur. J. 8, 2610 (2008)
• [25] K. Memminger, T. Oeser, T.J.J. Müller, Org. Lett. 10, 2797 (2008) http://dx.doi.org/10.1021/ol800920d[Crossref]
• [26] A.W. Franz, T.J.J. Müller, Synthesis 1121 (2008)
• [27] S.H. Kawai, L.S. Gilat, R. Ponsinet, J.-M. Lehn, Chem. Eur. J. 1, 285 (1995) http://dx.doi.org/10.1002/chem.19950010505[Crossref]

Identifiers

DOI

10.2478/s11532-008-0088-2