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On the basis of quantum chemical (PM3 and RHF/6-31G*) study, the regioselectivity of the bromination of 1-oxo-1,2,3,4-tetrahydronaphthalene (1) and 6,7-dimethyl-1-oxo-1,2,3,4-tetra- hydronaphthalene (2) at their alicyclic and aromatic fragments was quantum chemically substanti- ated and confirmed experimentally. It was found that the above compounds undergo aromatic at the -methylene position. The conditions for bromination at the positions 5, 8 of benzannelated ring were established. For the first time, non- and 2,2'-dibromosubstituted with respect to the oxo group bis(6,7-dimethyl-1-oxo-1,2,3,4-tetrahydronaphth-2-yl) sulphides (7, 8a, b) were obtained. The latter were found to show promise as stabilizing agents for the storage of cholera sera.

journal of the serbian chemical society

Regioselectivity of the bromination of 1-oxo-1, 2, 3, 4-tetrahydronaphthalene and 6, 7-dimethyl-1-oxo-1, 2, 3, 4-tetrahydronaphthalene, and thiabiscyclanones synthesis on their basis