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Preparation of benzothiophen compounds from bicyclic sulphides
Abstract 1. Bicyclic sulphides of 2,3-dihydrobenzothiophen and thiochroman series readily undergo dehydrogenation and dehydro-isomerization to compounds of benzothiophen series in the presence of catalysts with aprotonic acidity (Al2O3; 10, 20% ZnCl2/Al2O3). Transformations of thiochroman take place with compression of the six-membered heterocycle. 2. 20% ZnCl2/Al2O3 is the optimum catalyst for aromatization of compounds of the 2,3-dihydrobenzothiophen series. Yields of benzothiophen compounds from mono-substituted bicyclic sulphides (2- and 3-methyl-2,3-dihydrobenzothiophens) reach 56–72% with a process selectivity of 85–96%. The yield of benzothiophen compounds from a di-substituted bicyclic sulphide (2,2-dimethyl-2,3-dihydrobenzothiophen) exceeds 50% with a process selectivity of 75%. 3. 10% ZnCl2/Al2O3 is the optimum catalyst in aromatization of thiochroman. Benzothiophen yield exceeds 50% with a process selectivity of 82%. 4. The proposed catalytic method of obtaining benzothiophen compounds is simple and promising as bicyclic oil sulphides may be used as raw materials for this purpose.
Preparation of benzothiophen compounds from bicyclic sulphides
Abstract 1. Bicyclic sulphides of 2,3-dihydrobenzothiophen and thiochroman series readily undergo dehydrogenation and dehydro-isomerization to compounds of benzothiophen series in the presence of catalysts with aprotonic acidity (Al2O3; 10, 20% ZnCl2/Al2O3). Transformations of thiochroman take place with compression of the six-membered heterocycle. 2. 20% ZnCl2/Al2O3 is the optimum catalyst for aromatization of compounds of the 2,3-dihydrobenzothiophen series. Yields of benzothiophen compounds from mono-substituted bicyclic sulphides (2- and 3-methyl-2,3-dihydrobenzothiophens) reach 56–72% with a process selectivity of 85–96%. The yield of benzothiophen compounds from a di-substituted bicyclic sulphide (2,2-dimethyl-2,3-dihydrobenzothiophen) exceeds 50% with a process selectivity of 75%. 3. 10% ZnCl2/Al2O3 is the optimum catalyst in aromatization of thiochroman. Benzothiophen yield exceeds 50% with a process selectivity of 82%. 4. The proposed catalytic method of obtaining benzothiophen compounds is simple and promising as bicyclic oil sulphides may be used as raw materials for this purpose.
Preparation of benzothiophen compounds from bicyclic sulphides
Korepanov, A.N. (author) / Danilova, T.A. (author) / Viktorova, Ye.A. (author)
1975-12-22
10 pages
Article (Journal)
Electronic Resource
English
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