Journal of Organic Chemistry p. 929 - 931 (1985)
Update date:2022-08-04
Topics:
Bobowski, George
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).
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Doi:10.1016/S0008-6215(00)90698-0
(1985)Doi:10.1016/j.tet.2007.06.003
(2007)Doi:10.1039/DT9840002569
(1984)Doi:10.1248/cpb.30.132
(1982)Doi:10.1039/b509015f
(2005)Doi:10.1016/S0040-4039(01)81684-1
(1984)
