in tetrahydrofuran Heating;

potassium carbonate in dimethyl sulfoxide T=20 - 110°C;

samarium diiodide in tetrahydrofuran; N,N,N',N',N'',N''-hexamethylphosphoric triamide 3 h; Ambient temperature;

potassium hydroxide

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1: 1.) phenyl-lithium, 2.) lithium naphthalenide / 1.) diethyl ether, THF, -78 deg C, 30 min, 2.) -78 deg C, 2 h 2: 90 percent / diethyl ether; tetrahydrofuran / Ambient temperature 3: 88 percent / 12 M hydrochloric acid View Scheme