69902-42-7Relevant articles and documents
9-Ethyl-1,4-dimethyl-6-(4,4,5,5-tetra-methyl-1,3,2-dioxaborolan-2-yl) -9H-carbazole and 6-bromo-9-ethyl-1,4-dimethyl-9H-carbazole
Sopkova-De Oliveira Santos, Jana,Caruso, Anna,Lohier, Jean-Francois,Lancelot, Jean-Charles,Rault, Sylvain
, p. o453-o455 (2008)
The title carbazolyl boronic ester, C22H28BNO2, (I), is a building block for the synthesis of new carbazole derivatives of potential utility as pharmaceutically active compounds. The crystal structure of (I) and of the title bromo-carbazole com-pound, C16H16BrN, (II), the synthetic precursor of (I), were solved and analysed with the aim of understanding the lack of reactivity of (I) under Suzuki cross-coupling reaction conditions. In both structures, the methyl groups are coplanar with the carbazole ring system, and the ethyl group lies out of the carbazole plane. The dioxaborolane ring of boronic ester (I) adopts a half-chair conformation but lies approximately in a planar orientation with respect of the carbazole ring system, whereas the Br atom of (II) is coplanar with the carbazole plane. In (I), the carbazole-boronic ester C - B bond length is 1.5435 (14) A, which is somewhat shorter than the usual value of 1.57 A.
New trimethoxybenzamides and trimethoxyphenylureas derived from dimethylcarbazole as cytotoxic agents. Part i
Panno, Antonella,Sinicropi, Maria Stefania,Caruso, Anna,El-Kashef, Hussein,Lancelot, Jean-Charles,Aubert, Geneviève,Lesnard, Aurélien,Cresteil, Thierry,Rault, Sylvain
, p. E294-E302 (2014/11/08)
A convenient synthesis of novel functionalized 1,4-dimethylcarbazole derivatives containing 3,4,5-trimethoxybenzamido-ureido or N-(3,4,5- trimethoxyphenyl)ureido group starting from their corresponding indole derivatives is reported. Three derivatives pre
Efficient microwave-assisted synthesis of ellipticine through N-(1,4-dimethyl-9h-carbazol-3-ylmethyl)-n-tosylaminoacetaldehyde diethyl acetal
Lee, Hsueh-Yun,Chen, Grace Shiahuy,Chen, Chien-Shu,Cherna, Ji-Wang
scheme or table, p. 454 - 458 (2010/06/19)
The long-lasting problematic low yield in the D-ring cyclization of ellipticine (1a) was dramatically improved through N-(1,4-dimethylcarbazol-3- ylmethyl)-N-tosylaminoacetaldehyde diethyl acetal with microwave irradiation. The overall yield of 1a starting from indole was significantly increased by 25-fold. This new approach is superior to reported methods in yields and, reaction time, and it provides efficient access to a broad spectrum of ellipticine derivatives.