79234-23-4Relevant academic research and scientific papers
3,4,9,9a-Tetrahydro-1,4-ethano-3,4a-(iminoethano)-4aH-carbazol-2(1H)-one Derivatives. 2. Unusual Results from Eschweiler-Clarke Methylation
Bobowski, George
, p. 929 - 931 (2007/10/02)
The N-methylation of 3,4,9,9a-tetrahydro-1,4-ethano-3,4a-(iminoethano)-4aH-carbazol-2(1H)-one (1) under Eschweiler-Clarke reaction conditions using excess formaldehyde gave 3,4,9,9a-tetrahydro-6,8,9,12-tetramethyl-1,4-ethano-3,4a-(iminoethano)-4aH-carbazol-2(1H)-one (1b).When an equivalent amount of formaldehyde was used, the main products were 3,4,9,9a-tetrahydro-12-methyl-1,4-ethano-3,4a-(iminoethano)-4aH-carbazol-2(1H)-one (1c) and 1,3,4,9a-tetrahydro-12-methyl-1,4-ethano-3,4a-(iminoethano)-4aH-carbazole-9(2H)-carboxaldehyde (1d).
3,4,9,9a-Tetrahydro-1,4-ethano-3,4a-(iminoethano)-4aH-carbazol-2(1H)-one Derivatives and N,3-Disubstituted 3,3a,4,4a,10,10a-Hexahydro-3a-hydroxy-2-oxo-1,9b:4,10-diethanoimidazocarbazole-5(2H)-carboxamides
Bobowski, George,Morrison, Glenn C.
, p. 4927 - 4931 (2007/10/02)
The treatment of 2-imino>cyclohexanone (1) with hot concentrated sulfuric acid to give the pentacyclic compound 4 is described.The treatment of 4 with 2 equiv of isocyanate gave N,3-disubstituted 3,3a,4,4a,10,10a-hexahydro-3a-hydroxy-2-oxo-1,9b:4,10-diethanoimidazocarbazole-5(2H)-carboxamides 11.When bulky isocyanates were used, the reaction stopped at the diurea stage 10.The latter were irreversibly converted to 11 by heating at 140 deg C.
