The synthesi of benzo-1,4-dithiafulvenes by a simple treatment of 2-substituted 1,3-bendithiolium tetrafluoroborates - obtained starting from carboxylic acids or acyl chlorides and tetrafluoroboric acid/ether complex - with acetonitrile-water is reported. The reaction is very fast and affords the products in high yiedls and under mild conditions. The reactions of benzo-1,4-dithiafulvenes with reducing agents (zinc/trifluoroacetic acid and acetonitrile, zinc/deuterated trifluoroacetic acid and acetonitrile, Raney nickel) and with oxidizing agents (hydrogen peroxide/acetic acid, sodium hypochloride/chlorine gas water) are reported. These reactions show the interesting synthetic potentizl of benzo-1,4-dithafulvenes.

A Simple Synthesis and some Chemical Properties of Benzo-1,4-dithiafulvenes

BARBERO, Margherita;CADAMURO, Silvano;CERUTI, Maurizio;DEGANI, Jacopo;FOCHI, Rita;REGONDI, Valeria
1987

Abstract

The synthesi of benzo-1,4-dithiafulvenes by a simple treatment of 2-substituted 1,3-bendithiolium tetrafluoroborates - obtained starting from carboxylic acids or acyl chlorides and tetrafluoroboric acid/ether complex - with acetonitrile-water is reported. The reaction is very fast and affords the products in high yiedls and under mild conditions. The reactions of benzo-1,4-dithiafulvenes with reducing agents (zinc/trifluoroacetic acid and acetonitrile, zinc/deuterated trifluoroacetic acid and acetonitrile, Raney nickel) and with oxidizing agents (hydrogen peroxide/acetic acid, sodium hypochloride/chlorine gas water) are reported. These reactions show the interesting synthetic potentizl of benzo-1,4-dithafulvenes.
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MARGHERITA BARBERO; S. CADAMURO; MAURIZIO CERUTI; IACOPO DEGANI; RITA FOCHI; VALERIA REGONDI
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/2318/3272
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