Synthesis of 1,4-Dithiafulvenes and 1,4-Dithiafulvalenes by Carbonyl Olefination Using 2-Dimethoxyphosphinyl-1,3-benzodithiole

摘要: The reactions of 1,3-dithiolylium salts with tertiary phosphines and trialkyl phosphites in dry acetonitrile gave the corresponding phosphonium phosphonates respectively high yields. Both 2-triphenylphosphonio-1,3-benzodithiole tetrafluoroborate 2-dimethoxyphosphinyl-1,3-benzodithiole were deprotonated butyllithium THF at −78 °C resulting phosphorane (A) phosphonate carbanion (B) reacted a variety carbonyl compounds to give 1,4-benzodithiafulvenes 74–98% Moreover, B conjugated cyclic ketones (5) such as dibenzo[a,d]cyclohepten-5-one, 10H-9-thiaanthracen-10-one, 9-alkyl-9,10-dihydro-9-azaanthracen-10-one, 9-fluorenone, so on 1,4-benzodithiafulvalenes (6) 73–96% UV spectral data 6 discussed comparison those 5.