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Solvent and catalyst free ring expansion of Indoles: A simple synthesis of highly functionalized Benzazepines

Abstract

Highly functionalized benzazepines have been synthesized by using various substituted Indoles and dialkyl acetylenedicarboxylates under thermal and open air condition. The reaction was carried out in a solvent and catalyst free condition 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 five membered indole ring. It is also described that the ring contraction of seven membered benzazepines in presence of KOt-Bu base at room temperature smoothly afforded corresponding 3-alkenylated indole derivatives in very good yields.

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Publication details

The article was received on 29 Jul 2018, accepted on 11 Oct 2018 and first published on 11 Oct 2018


Article type: Paper
DOI: 10.1039/C8OB01825A
Citation: Org. Biomol. Chem., 2018, Accepted Manuscript
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    Solvent and catalyst free ring expansion of Indoles: A simple synthesis of highly functionalized Benzazepines

    M. Bakthadoss, P. V. Kumar, T. T. Reddy and S. S. Duddu, Org. Biomol. Chem., 2018, Accepted Manuscript , DOI: 10.1039/C8OB01825A

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