Synlett, Table of Contents LETTER © Georg Thieme Verlag Stuttgart · New York Efficient Synthesis of 1,2,3,4-Tetrahydro-11H-benzo[a]carbazole and its Regioselective Oxidation Fabien Dufour, Gilbert Kirsch*Laboratoire d’Ingénierie Moléculaire et Biochimie Pharmacologique, Université Paul Verlaine Metz, 1 bd Arago, 57078 Metz-Technopôle, FranceFax: +33(3)87315801; e-Mail: kirsch@sciences.univ-metz.fr; Recommend Article Abstract Buy Article All articles of this category Abstract Carbazole derivative 4 was synthesized in an efficient three-step sequence and its further oxidation with dichlorodicyanoquinone gave selectively 4-oxo-1,2,3,4-tetrahydro-11H-benzo[a]carbazole 3. Key words heterocycles - ellipticines - carbazoles - oxidations - regioselectivity Full Text References References 1 Bergman J. Pelcman B. Pure Appl. Chem. 1990, 62: 1967 2 Kirsch G. Curr. Org. Chem. 2001, 5: 507 3 Knölker H.-J. Reddy KR. Chem. Rev. 2002, 102: 4303 4 Kano S. Sugino E. Shibuya S. Hibino S. J. Org. Chem. 1981, 46: 3856 5 Olsen RJ. Cummings OW. J. Heterocycl. Chem. 1981, 18: 439 6 Moody CJ. Shah P. Knowles P. J. Chem. Soc., Perkin Trans. 1 1988, 3249 7 Kulagowski JJ. Moody CJ. Rees CW. J. Chem. Soc., Perkin Trans. 1 1985, 2733 8 Bamberger E. Althausse M. Chem. Ber. 1888, 1786 9 Lee H. Harvey RG. J. Org. Chem. 1988, 53: 4587 10 Nakazaki M. Bull. Chem. Soc. Jpn. 1960, 33: 461
