Solvent and catalyst free ring expansion of indoles: a simple synthesis of highly functionalized benzazepines?
Organic & Biomolecular Chemistry Pub Date: 2018-10-11 DOI: 10.1039/C8OB01825A
Abstract
Highly functionalized benzazepines have been synthesized by using various substituted indoles and dialkylacetylene dicarboxylates under thermal and open air conditions. The reaction was carried out in a solvent and under catalyst free conditions and the products are formed in very good yields. The reaction proceeds in a concerted fashion thus providing potentially bioactive benzazepines by ring expansion of a five-membered indole ring. It is also described that the ring contraction of seven-membered benzazepines in the presence of KOtBu base at room temperature smoothly afforded the corresponding 3-alkenylated indole derivatives in very good yields.
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Journal Name：Organic & Biomolecular Chemistry
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CAS no.: 89640-58-4
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