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

In the title compound, C15H15NO3, the carbazole skeleton includes 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 0.89 (4)°. The cyclo­hexenone ring has an envelope conformation. In the crystal, inter­molecular N—H⋯O and C—H⋯O hydrogen bonds link the mol­ecules into a three dimensional network. A weak C—H⋯π inter­action is also observed

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

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

Studies on the synthesis of new tetrahydrocarbazole derivatives

Elliptisin ve Olivasin antitümör aktifliğe sahip prido[4,3-b]karbazol yapısındaki önemli alkaloitlerdir. Bu iki bileşiğin Ochrasia elliptica bitkisinden izolasyonu oldukça düşük verimlerde gerçekleşmektedir. Bu nedenle bu iki bileşik ve türevlerinin laboratuvarda sentezlenerek elde edilmesi oldukça önem kazanmıştır. Laboratuvarda sentezleri genellikle trisiklik yapıdaki karbazol veya tetrahidrokarbazol türevlerinden yola çıkılarak bir dizi reaksiyon sonucunda gerçekleştirilmiştir._x000B_Bu çalışmada bir pridokarbazol türevi olan 4-hidroksi-2-metil-1, 2, 3, 4, 4a, 6, 11,11a-oktahidro-5H-prido[4,3-b]karbazol-5-on, D tipi sentez planına göre sentezlenmeye çalışılmıştır. Bunun için daha önce sentezlenen etil 2,3,4,9-tetrahidro-1H-karbazol-3-karboksilat bileşiği başlangıç maddesi olarak kullanılmıştır. Ardışık sentez basamakları ile dördüncü halkanın oluşumu sağlanarak elliptisin türevi sentezlenmeye çalışılmıştır. Ayrıca etil 9-metil-1-okso-2,3,4,9-tetrahidro-1H-karbazol-3-karboksilat bileşiği yeni türevlerin sentezlenmesine imkan sağlayacak bir ara ürün olarak sentezlenmiş ve kristal yapısı aydınlatılmıştır._x000B_Sentezlenen maddelerin kromatografik yöntemlerle saflaştırılması yapılmış ve yapıları FT-IR ve 1H-NMR ile aydınlatılmıştır. Ellipticine and Olivacine alkaloids, which have antitumor activity, are important alkaloids in pyrido[4,3-b]carbazole structure. These two compounds isolated from Ochrosia elliptica in quite lower yields. For this reason, synthesis of these compounds and their derivatives in laboratory came into question for chemists. Generally, these compounds have been obtained in the laboratory by consecutive synthesis steps starting from carbazole or tetrahydrocarbazole derivatives._x000B_In this study, 4-hydroxy-2-methyl-1,2,3,4,4a,6,11,11a-octahydro-5H-pyrido[4,3-b]carbazole-5-one, which is a pyridocarbazole derivative, was synthesized via D type synthesis plan. So, ethyl 2,3,4,9-tetrahydro-1H-carbazole-3-carboxylate which was synthesized earlier was used as a starting compound. The ellipticine derivative was synthesized by consecutive synthesis steps to form the forth cycle of this compound. Ethyl 9-methyl-1-oxo-2,3,4,9-tetrahydro-1H-carbazole-3-carboxylate was also synthesized as a midproduct to synthesize new derivatives and its crystalline structure was exposed._x000B_Synthesized compounds were purified by using chromatographic methods and their structures were identified by using FT-IR and 1H-NM

2-{N-[(2,3,4,9-Tetra­Hydro-1H-Carbazol-3-Yl)Meth­Yl]Methyl­Sulfonamido}­Ethyl Methane­Sulfonate

In the title compound, C17H24N2O5S2, the indole ring system is nearly planar [maximum deviation = 0.032 (1) Å] and the cyclo­hexene ring has a half-chair conformation. In the crystal, N—H⋯O hydrogen bonds link the mol­ecules into a chain running along the b-axis direction. Weak C—H⋯O hydrogen bonds and weak C—H⋯π inter­actions are observed between the chains.PubMedScopu