Synthesis of some 4-(2′-hydroxyaryl)-5-ethyl-2-(N, N-dialkylamino)-1,3-dithiolium salts

Author： Birsa Mihail Lucian  

Publisher： Taylor & Francis Ltd

ISSN： 0278-6117

Source： Sulfur Letters, Vol.26, Iss.4, 2003-08, pp. : 155-162

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Abstract

The synthesis of 4-(2′-hydroxyaryl)-5-ethyl-2-(N,N-dialkylamino)-1,3-dithiolium salts (6a-e) has been accomplished by the heterocyclization of the corresponding carbodithioates (3a-e). The required starting materials (1a,b) have been prepared by regioselective bromination of 1-(2′-hydroxyaryl)butanones (4a,b). Under basic conditions, salts 6a-e afford anhydro-hydroxides 7a-e, which are mesoionic compounds with an intramolecular charge-transfer UV/Vis absorption where the donor moiety is linked through σ-bonded bridges (C5-S1, C4-S3) to the acceptor moiety.

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