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

초록

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

제품 번호

브랜드

제품 설명

I3408

Sigma-Aldrich

Indole, ≥99%

349224

Sigma-Aldrich

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

326410

Sigma-Aldrich

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

266744

Sigma-Aldrich

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

349151

Sigma-Aldrich

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

349216

Sigma-Aldrich

Copper, wire, diam. 1.0 mm, ≥99.9%

326488

Sigma-Aldrich

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

BCR058

Continuous cast copper (O), BCR^®, certified reference material, rod

W259306

Sigma-Aldrich

Indole, ≥99%, FG

204218

Sigma-Aldrich

Rhodium, powder, 99.95% trace metals basis

207780

Sigma-Aldrich

Copper, powder, <75 μm, 99%

61139

Sigma-Aldrich

Copper, turnings, purum p.a., ≥99.0%

349208

Sigma-Aldrich

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

254177

Sigma-Aldrich

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

12816

Sigma-Aldrich

Copper, foil, ≥99.8% (complexometric)

GF87158650

Copper, tube, 500mm, outside diameter 1.0mm, inside diameter 0.24mm, wall thickness 0.38mm, as drawn, 99.9%

GF19506955

Copper - O.F.H.C., foil, 10mm disks, thickness 1.0mm, half hard, 99.95+%

GF97918644

Copper - O.F.H.C., foil, 10m coil, thickness 0.125mm, hard, 99.95+%

GF93055901

Copper - O.F.H.C., foil, 2m coil, thickness 0.025mm, hard, 99.95+%

GF93468325

Copper, wire reel, 0.2m, diameter 0.1mm, aluminum cladding, outside diameter 0.25mm, 99.9%

GF08771766

Copper - O.F.H.C., foil, 1m coil, thickness 0.1mm, half hard, 99.95+%

GF12919518

Copper - O.F.H.C., foil, 1m coil, thickness 0.1mm, hard, 99.95+%

GF00073909

Copper - O.F.H.C., foil, 4mm disks, thickness 0.006mm, hard, 99.95+%

GF66965956

Copper, wire reel, 1000m, diameter 0.125mm, annealed, 99.9%

GF46341783

Copper - O.F.H.C., foil, 2m coil, thickness 0.05mm, annealed, 99.95+%

GF84027988

Copper, tube, 500mm, outside diameter 4.0mm, inside diameter 3.2mm, wall thickness 0.4mm, as drawn, 99.9%

GF78946611

Copper - O.F.H.C., foil, 50m coil, thickness 0.05mm, coil width 10mm, annealed, 99.95+%

GF43023024

Copper, wire reel, 0.5m, diameter 0.125mm, as drawn, 99.99+%

GF32269259

Copper - O.F.H.C., foil, 4mm disks, thickness 0.010mm, hard, 99.95+%

GF11113142

Copper, tube, 500mm, outside diameter 5.0mm, inside diameter 4mm, wall thickness 0.5mm, as drawn, 99.9%