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A Unified Approach to the Isomeric α‑, β‑, γ‑, and δ-Carbolines via their 6,7,8,9-Tetrahydro Counterparts

Yan, Qiao; Gin, Emma; Banwell, Martin; Willis, Anthony; Carr, Paul D


A cross-coupling/reductive cyclization protocol has been employed in a unified approach to all four carbolines. So, for example, the 2-nitropyridine 8, which is readily prepared through an efficient palladium-catalyzed Ullmann cross-coupling reaction, is reductively cyclized under conventional conditions to give 6,7,8,9-tetrahydro-α-carboline that is itself readily aromatized to give α carboline (1).

CollectionsANU Research Publications
Date published: 2017
Type: Journal article
Source: Journal of Organic Chemistry
DOI: 10.1021/acs.joc.7b00323
Access Rights: Open Access


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