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
1987-01-01
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.
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
