AI Article Synopsis
- The study details a tandem cyclization process that transforms N-(2-iodoethyl)indoles and different alkenes into tri- and tetracyclic benzindolizidines.
- This reaction is notable for its high diastereoselectivity and yield, making it an efficient synthetic pathway.
- The intermolecular annulation is facilitated by visible-light irradiation using specific iridium-based photocatalysts alongside tertiary amines as donors.
Article Abstract
A photocatalytic dearomatizative tandem [4+2] cyclization between N-(2-iodoethyl)indoles and a variety of alkenes leads to tri- and tetracyclic benzindolizidines with high diastereoselectivity and yield. The intermolecular annulation reaction is performed under visible-light irradiation and employs [Ir(ppy)3] or [Ir(dtbbpy)(ppy)2] PF6 as photocatalysts, in combination with tertiary amines as electron and hydrogen atom donors.
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| http://dx.doi.org/10.1002/chem.201502572 | DOI Listing |
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Iridium(III) Photocatalysis: A Visible-Light-Induced Dearomatizative Tandem [4+2] Cyclization to Furnish Benzindolizidines.
Chemistry
August 2015
Department of Chemistry, Institute of Organic Chemistry, University of Hamburg, Martin-Luther-King-Platz 6, 20146 Hamburg (Germany).
Article Synopsis
- The study details a tandem cyclization process that transforms N-(2-iodoethyl)indoles and different alkenes into tri- and tetracyclic benzindolizidines.
- This reaction is notable for its high diastereoselectivity and yield, making it an efficient synthetic pathway.
- The intermolecular annulation is facilitated by visible-light irradiation using specific iridium-based photocatalysts alongside tertiary amines as donors.
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