sulfur Yield given. Multistep reaction;

sulfuric acid 1 h; Irradiationeffect of additives; variation of temp., acid concn.; further alcohol; Product distributionMechanism;

4-(N,N-dimethlyamino)pyridine; triethylamine in dichloromethane T=20°C; 1 h;

1.1: sodium hydride / N,N-dimethyl-formamide; toluene / 10 h / 80 °C 1.2: 2 h / 110 °C 1.3: pH 9 2.1: sulfur / 7 h / 110 °C 3.1: sodium hydroxide; water / ethanol / 17 h / 80 °C 3.2: pH 2 4.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 12 h / 20 °C 5.1: sodium tetrahydroborate; acetic acid / 1,4-dioxane / 3.5 h / 10 - 105 °C 6.1: hydrogenchloride / water / 30 °C 6.2: 1 h / 0 - 20 °C 6.3: 1 h 7.1: sodium hydroxide / ethanol; water / 0.5 h / 60 °C / Inert atmosphere 7.2: 12 h / 60 °C / Inert atmosphere 8.1: toluene / 24 h / 120 °C 9.1: hydrogenchloride / ethanol / 1.5 h / 80 °C / Reflux 9.2: pH 14 View Scheme

暂无反应条件数据

1: With lithium aluminium tetrahydride in diethyl ether T=55°C; 1.5 h; Heating / reflux; 2: With water in diethyl ether T=0°C; 1 h;

1: i-PrMgCl / toluene; tetrahydrofuran / 0.5 h / -10 °C 2: DIBAL-H / toluene / 0.5 h / -20 - -5 °C View Scheme

1: tetrahydrofuran / 0.5 h / -55 °C 2: 1.) activated zinc, 2.) CuCN, LiCl 3: o-chloranil / toluene / 3 h / 130 °C View Scheme

1: 1.) Diisopropylamine, n-BuLi/hexane, 2.) conc.HCl / 1.) ether, -70 deg C, 2.) water, reflux 2: 94 percent / sodium cyanoborohydride, 2N HCl / methanol / bromocresol green indicator View Scheme

1.1: sodium hydride / ethyl acetate; N,N-dimethyl-formamide; toluene / 10 h / 80 °C 1.2: 2 h / 110 °C 1.3: pH 9 2.1: sulfur / ethyl acetate; water / 7 h / 110 °C 3.1: sodium hydroxide; water / ethanol / 17 h / 80 °C 3.2: pH 2 4.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 12 h / 20 °C 5.1: sodium tetrahydroborate / 1,4-dioxane / 0.17 h / 10 °C 5.2: 3.5 h / 10 - 105 °C View Scheme