Tri-o-tolylphosphine → (3R)-3-{4-[2-(Morpholine-4-sulfonyl)-vinyl]-phenyl}-cyclopentanone

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A mixture of (3R)-3-(4-iodo-phenyl)-cyclopentanone (286 mg, 1 mmol), 4-(vinylsulfonyl)morpholine (265 mg, 1.5 mmol), tri(o-tolyl)-phosphin (20 mg), Pd(OAc)2 (8 mg) and NaOAc (164 mg) in DMF (4 mL) was heated at 130 C for 1.5 h. After cooling, the mixture 1H NMR (300 MHz, DMSO) δ 7.73 (d, J=8.2 Hz, 2H), 7.45-7.36 (m, 3H), 7.26 (d, J=15.5 Hz, 1H), 3.71-3.61 (m, 4H), 3.52-3.37 (m, 1H), 3.10-3.02 (m, 4H), 2.61-2.49 (m, 1H), 2.41-2.21 (m, 4H), 2.01-1.84 (m, 1H).

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