NUCLEOPHILIC SUBSTITUTION REACTION IN INDOLE CHEMISTRY: 1-METHOXY-6-NITROINDOLE-3-CARBALDEHYDE AS A VERSATILE BUILDING BLOCK FOR 2,3,6-TRISUBSTITUTED INDOLES

1-Methoxy-6-nitroindole-3-carbaldehyde is proved to be a versatile electrophile and reacts regioselectively at the 2-position with various types of nucleophiles providing 2,3,6-trisubstituted indole derivatives. The reaction is applicable for the preparation of a novel pyrimido[1,2-a]indole derivati...

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Bibliographic Details
Published inHeterocycles Vol. 77; no. 2; pp. 971 - 982
Main Authors Yamada, Koji, Yamadah, Fumio, Shiraishi, Takei, Tomioka, Saori, Somei, Masanori
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 01.02.2009
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
2-Substituted Indole
1-Methoxy-6-nitroindole-3-carbaldehyde
1-Methoxyindole
Pyrimido[1,2-a]indole
Nucleophilic Substitution Reaction
DERIVATIVES
CHLORINATION
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Summary:1-Methoxy-6-nitroindole-3-carbaldehyde is proved to be a versatile electrophile and reacts regioselectively at the 2-position with various types of nucleophiles providing 2,3,6-trisubstituted indole derivatives. The reaction is applicable for the preparation of a novel pyrimido[1,2-a]indole derivative.
ISSN:0385-5414
1881-0942
DOI:10.3987/COM-08-S(F)71