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Representative experimental procedure: a suspension of thioxanthone (1.00 g, 4.72 mmol, and lithium acetylide ethylene diamine complex (1.50 g, 14.7 mmol) in dry THF (50 ml) was stirred under an argon atmosphere for 24 h. The suspension was treated with water (100 ml) and the aqueous phase extracted with ethyl ether (3 × 100 ml, The organic phase was dried over anhydrous Na2SO4 and the solvent evaporated leaving the crude 9-hydroxy-9-ethynyl-9H-thioxanthene 4. A solution of 4, naphthol 1 (0.100g. 0.463 mmol) pyridinium p-toluenesulphonate (PPTS, 10 mg) in 1,2-dichloroethane (20 ml) was refluxed for 4 h under an argon atmosphere. Solvent evaporation gave a brown oil which was purified by silica gel column chromatography (3% ethyl acetate/hexane, Recrystallization from CHCl3/pentane gave a crystalline red compound 7 (0.043 g, Yield 21, IR (cm-1, 3456, 2944, 1730. 1H NMR δCDCl3, ppm
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13C NMR 147.73, 138.71, 134.95, 129.15, 127.80, 127.50, 126.98, 126.75, 126.49, 126.09, 125.88, 124.61, 123.72, 121.82, 121.43, 121.39, 120.57, 113.24, 80.35.
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b) Breyne, O.; Chan, Y.; Jean, P. US 2004/6719925.
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d) Melzig, M.; Mann, C.; Weigand, U. US 2000/6146554.
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Nelson, C.M.; Chopra, A.; Petrovskaia, O.G.; Knowles, D.B.; Van Gemert, B.; Kumar, A. US 2001/6296785
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e) Nelson, C.M.; Chopra, A.; Petrovskaia, O.G.; Knowles, D.B.; Van Gemert, B.; Kumar, A. US 2001/6296785
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