Ethyl 1-oxo-1,2,3,4-tetrahydro-9H-carbazole-3-carboxylate

Abstract

The title compound, C15H15NO3, contains a carbazole skeleton with an ethoxy­carbonyl group at the 3 position. In the indole ring system, the benzene and pyrrole rings are nearly coplanar, forming a dihedral angle of 1.95 (8)°. The cyclo­hexenone ring has an envelope conformation. In the crystal structure, pairs of strong N—H⋯O hydrogen bonds link the mol­ecules into centrosymmetric dimers with R 2 2(10) ring motifs. π–π contacts between parallel pyrrole rings [centroid–centroid distance = 3.776 (2) Å] may further stabilize the structure. A weak C—H⋯π inter­action is also observed.

2-{4-Methyl-N-[(2,3,4,9-tetrahydro-1H-carbazol-3-yl)methyl]benzenesulfonamido}ethyl 4-methylbenzenesulfonate

“…For tetrahydrocarbazole systems present in the framework of a number of indole-type alkaloids of biological interest, see: Saxton (1983). For related structures, see: Hö kelek et al (2009); Ç aylak et al (2007); Uludag et al (2009); Gü ndog du et al (2011). For the use of tetrahydrocarbazolone in the synthesis of central-nervous-system-active drugs, see: Romeo et al (2006).…”

Ethyl 4-oxo-2,3,4,9-tetrahydro-1H-carbazole-3-carboxylate

“…For background to tetrahydrocarbazole systems present in indole-type alkaloids, see: Saxton (1983). For related structures, see: Hö kelek et al (1994Hö kelek et al ( , 1998Hö kelek et al ( , 2009; Patır et al (1997); Ç aylak et al (2007); Uludag et al (2009). For the use of 4-oxo-tetrahydrocarbazole in the syntheses of biologically active species, see: Kumar et al (2008); Ergü n et al (2002); Li & Vince (2006).…”