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Diels‐Alder reactions of 1‐phenylpyrano[3,4‐ b ]indol‐3‐ones with alkynes: New functionalized carbazoles
Author(s) -
Pindur Ulf,
ErfanianAbdoust Houshang
Publication year - 1990
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.1990199001144
Subject(s) - chemistry , diels–alder reaction , organic chemistry , medicinal chemistry , catalysis
3‐Indolylalkanoic acids 2 react with benzoic acid anhydride under catalysis of Et 2 O ‐ ZnCl 2 and mild conditions to furnish the 1‐phenyl‐substituted pyrano[3,4‐ b ]indol‐3‐ones 1c , 1d , and 3a , 3b . Products 1c , 1d , and 3b may be converted into the novel functionalized carbazoles 4 and 5 by reaction with acceptor‐substituted alkynes.