A novel synthesis of 2‐vinylindoles and their utilization in the diels‐alder reaction for the formation of new [c] annellated carbazole derivatives

Eyup Akgün, Mustafa Tunali, Giray Erdönmez

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Abstract

A facile synthesis of 2‐vinylindoles is detailed, starting from the corresponding indolecarbinols. The utility of the newly synthesized 2‐vinylindoles in the preparation of novel [c] annellated carbazoles is demonstrated. 1‐(1‐Methyl‐2‐indolyl)‐1‐(N‐methyl‐2′‐pyrrolyl)ethene (3c) has also a 2‐vinylpyrrole partial structure. However, in the Diels‐Alder reaction of 3c, the exclusive formation of [c] annellated indoles was observed.

Original languageEnglish (US)
Pages (from-to)1869-1873
Number of pages5
JournalJournal of Heterocyclic Chemistry
Volume26
Issue number6
DOIs
StatePublished - 1989

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