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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

DOAJ
Authors: Pankratov Alexei N., Fedotova Olga V., Barabanova Antonina V., Alyonkina Tatiana V., Eliseev Yuri Yu

Year

2004

Paper ID

25659

Status

Peer-reviewed

Abstract Read

~2 min

Abstract Words

100

Citations

N/A

Abstract

On the basis of quantum chemical (PM3 andRHF/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-tetrahydronaphthalene (2) at their alicyclic and aromatic fragments was quantum chemically substantiated and confirmed experimentally. It was found that the above compounds undergo aromatic at the α-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.

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  • On the basis of quantum chemical (PM3 andRHF/6-31G*) study, the regioselectivity of the bromination of 1-oxo-1,2,3,4-tetrahydronaphthalene (1) and...

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References & Citation Signals

[1] DOI https://doi.org/10.2298/JSC0406421P [2] Publisher http://www.doiserbia.nb.rs/img/doi/0352-5139/2004/0352-51390406421P.pdf

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