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- Title
Iron-Catalyzed Nazarov Reaction of Indole, Benzofuran, and Benzo[ b]thiophene Derivatives.
- Authors
Sakae, Mikei; Oshitani, Shun ‐ suke; Ibara, Chie; Natsuyama, Machiko; Nokami, Toshiki; Itoh, Toshiyuki
- Abstract
ABSTRACT Nazarov cyclization of indole, benzofuran, and benzo[ b]thiophene was accomplished in the presence of catalytic amounts of iron salts. The corresponding cyclization product was obtained for indole derivative in the presence of 5 mol% of Fe(ClO4)3·Al2O3 using the CH2Cl2 solvent system. On the other hand, FeCl3 worked as the common catalyst for realizing cyclization of benzofuran and benzo[ b]thiophene derivatives. Very strict combination of the catalyst with solvent was required: 1,2-dichloroethane was essential for the reaction of benzofuran, while this solvent gave a poor result for benzo[ b]thiophene derivatives and CH2Cl2 solvent was the best solvent.
- Subjects
HETEROCYCLIC compounds; INDOLE; BENZOFURAN; SIDEROPHILE elements; CATALYSTS
- Publication
Heteroatom Chemistry, 2014, Vol 25, Issue 5, p482
- ISSN
1042-7163
- Publication type
Article
- DOI
10.1002/hc.21179