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Rh(III)-catalyzed selective coupling of N-methoxy-1H-indole-1-carboxamides and aryl boronic acids.

Rh(III)-catalyzed selective coupling of N-methoxy-1H-indole-1-carboxamides and aryl boronic acids.

Organic letters (2014-06-25)

Jing Zheng, Yan Zhang, Sunliang Cui

摘要

A Rh(III)-catalyzed selective coupling of N-methoxy-1H-indole-1-carboxamide and aryl boronic acids is reported. The coupling is mild and efficient toward diverse product formation, with selective C-C and C-C/C-N bond formation. Kinetic isotope effects studies were conducted to reveal a mechanism of C-H activation and electrophilic addition.

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吲哚, ≥99%

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铜, powder, <425 μm, 99.5% trace metals basis

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铜, foil, thickness 0.25 mm, 99.98% trace metals basis

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铜, powder, 99.99% trace metals basis

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铜, powder, <75 μm, 99%

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铜, wire, diam. 1.0 mm, ≥99.9%

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铜, nanopowder, 40-60 nm particle size (SAXS), ≥99.5% trace metals basis

Sigma-Aldrich

铜, powder (spheroidal), 10-25 μm, 98%

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铜, powder (dendritic), <45 μm, 99.7% trace metals basis

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铜, foil, thickness 0.025 mm, 99.98% trace metals basis

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铜, turnings, purum p.a., ≥99.0%

Sigma-Aldrich

铜, nanopowder, 60-80 nm particle size (SAXS), ≥99.5% trace metals basis

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吲哚, ≥99%, FG

Sigma-Aldrich

铑, powder, 99.95% trace metals basis

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铜, ACS reagent, granular, 10-40 mesh, ≥99.90%

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铜, foil, ≥99.8% (complexometric)

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铜, beads, 2-8 mm, 99.9995% trace metals basis

Sigma-Aldrich

铜, foil, thickness 1.0 mm, 99.999% trace metals basis

铜, mesh, 100x100mm, nominal aperture 0.14mm, thickness 0.25mm, wire diameter 0.115mm, 100x100 wires/inch, open area 30.3%, plain weave mesh

Sigma-Aldrich

铜, foil, thickness 0.5 mm, 99.98% trace metals basis

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铜, wire, diam. 0.25 mm, 99.999% trace metals basis

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铜, shot, −3-+14 mesh, 99%

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铜, beads, 2-8 mm, ≥99.99% trace metals basis

铜, wire reel, 100m, diameter 0.05mm, annealed, 99.9%

Sigma-Aldrich

铜, wire, diam. 2.0 mm, 99.999% trace metals basis

Sigma-Aldrich

铜, wire, diam. 0.64 mm, 99.995% trace metals basis

铜, rod, 500mm, diameter 2.0mm, as drawn, 99.99+%

铜, rod, 1000mm, diameter 4.8mm, hard, 99.9%

铜, sheet, 100x100mm, thickness 6.35mm, 99.95+%

铜, rod, 100mm, diameter 9.5mm, hard, 99.9%