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A modular approach to prepare tri- and tetracyclic carbazoles by a sequential [3 + 2]heteroannulation is described. First, optimization of Pd-catalyzed Buchwald-Hartwig amination followed by C/N-arylation in a one-pot process is established. Second, mechanistic analyses identified the origins of chemo- and regioselective sequential control of both bond-forming steps. Finally, the substrate scope is demonstrated by the preparation of a range of tri- and tetracyclic carbazoles, including expedient access to several natural products and anti-cancer agents.
- Buchwald–Hartwig amination
- anti-cancer agents
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Data for: "A Chemo- and Regioselective Tandem [3+2]Heteroannulation Strategy for Carbazole Synthesis: Synergizing Two Mechanistically Distinct Bond-Forming Processes"
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- 1 Book/Film/Article review
Taladriz-Sender, A., Campbell, E. & Burley, G. A., 1 Sept 2019, In: Methods. 167, p. 134-142 9 p.
Research output: Contribution to journal › Book/Film/Article review › peer-reviewOpen AccessFile