Skip to Content
Merck
  • 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
ABSTRACT

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.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Copper, powder, <75 μm, 99%
Sigma-Aldrich
Copper, beads, 2-8 mm, 99.9995% trace metals basis
Sigma-Aldrich
Rhodium, powder, 99.95% trace metals basis
Sigma-Aldrich
Copper, foil, thickness 0.5 mm, 99.98% trace metals basis
Sigma-Aldrich
Copper, wire, diam. 0.64 mm, 99.995% trace metals basis
Sigma-Aldrich
Copper, wire, diam. 1.0 mm, ≥99.9%
Sigma-Aldrich
Copper, wire, diam. 2.0 mm, 99.999% trace metals basis
Continuous cast copper (O), BCR®, certified reference material, rod
Sigma-Aldrich
Copper, beads, 2-8 mm, ≥99.99% trace metals basis
Sigma-Aldrich
Copper, foil, thickness 1.0 mm, 99.999% trace metals basis
Sigma-Aldrich
Indole, ≥99%, FG
Sigma-Aldrich
Copper, foil, thickness 0.025 mm, 99.98% trace metals basis
Sigma-Aldrich
Copper, wire, diam. 0.25 mm, 99.999% trace metals basis
Sigma-Aldrich
Copper, foil, ≥99.8% (complexometric)
Sigma-Aldrich
Indole, ≥99%
Sigma-Aldrich
Copper, turnings, purum p.a., ≥99.0%
Copper, insulated wire, 20m, conductor diameter 1.0mm, insulation thickness 0.25mm, PTFE (polytetrafluoroethylene) insulation
Copper - O.F.H.C., foil, 300x300mm, thickness 0.1mm, half hard, 99.95+%
Rhodium, wire reel, 0.05m, diameter 0.12mm, as drawn, 99.9%
Copper, insulated wire, 1m, conductor diameter 0.45mm, insulation thickness 0.25mm, PTFE (polytetrafluoroethylene) insulation
Copper - O.F.H.C., tube, 500mm, outside diameter 10mm, inside diameter 8mm, wall thickness 1.0mm, 99.95+%
Copper - O.F.H.C., foil, 150x150mm, thickness 0.25mm, annealed, 99.95+%
Copper - O.F.H.C., foil, 0.5m coil, thickness 0.05mm, coil width 300mm, half hard, 99.95+%
Copper - O.F.H.C., foil, 10m coil, thickness 0.05mm, coil width 10mm, annealed, 99.95+%
Copper - O.F.H.C., foil, 0.5m coil, thickness 0.05mm, hard, 99.95+%
Copper, insulated wire, 50m, conductor diameter 0.1mm, insulation thickness 0.015mm, 10-30 micron polyesterimide insulation, 99.9%
Rhodium, wire reel, 0.1m, diameter 0.5mm, as drawn, 99.9%
Copper, insulated wire, 5m, conductor diameter 0.5mm, insulation thickness 0.06mm, polyimide insulation
Copper - O.F.H.C., foil, 0.5m coil, thickness 0.1mm, hard, 99.95+%
Copper, insulated wire, 250m, conductor diameter 0.05mm, insulation thickness 0.002mm, 2 micron polyesterimide insulation, 99.9%