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Indolalkaloide, II. – Synthese von 4‐Amino‐tetrahydrocarbazol‐1‐on‐Derivaten
Author(s) -
Patir Süleyman,
Götz Peter H.
Publication year - 1993
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.1993199301215
Subject(s) - chemistry , imine , amine gas treating , amide , medicinal chemistry , yield (engineering) , indole test , chloride , organic chemistry , catalysis , materials science , metallurgy
Indole Alkaloids, II. – Synthesis of 4‐Amino‐tetrahydrocarbazol‐1‐one Derivatives Treatment of 1,2,3,4‐tetrahydrocarbazol‐1‐one with 1,2‐ethanedithiol gave the tetrahydrocarbazole 2 which was oxidized with DDQ to compound 3 . It was converted into the imine 6 by treatment with n ‐butylamine and ZnCl 2 . The imine was directly reduced with NaBH 4 to give the amine 7 , which was acetylated with benzoyl chloride to yield amide 8 . Treatment of 8 with mercury(II) oxide and Et 2 O·BF 3 gave 9 .