64931-54-0Relevant articles and documents
CYCLOADDITION OF 4-METHYL-5-PHENYL-1,2-DITHIOLENE-3-THIONE TO ALKENES
Drozd, V. N.,Udachin, Yu. M.,Sergeichuk, V. V.,Bogomolova, G. S.
, p. 395 - 400 (2007/10/02)
Trithiones (4-methyl-5-phenyl-1,2-dithiolene-3-thione) react with strained alkenes (thermally) and with alkenes containing electron-donating substituents (photochemically) by a cycloaddition mechanism with simultaneous opening of the 1,2-dithiolene ring and the formation of 2-(α-thioacylalkylidene)-1,3-dithiolanes.An alkene with an electron-accepting substituent (methacrylonitrile) reacts photochemically.The initial event of the reaction involves -cycloaddition of the olefin at the exocyclic carbon-sulfur double bond.The final products are 4-methyl-5-phenyl-3-(α-cyanoethylidene)-1,2-dithiolene and 4',5-dimethyl-5'-phenyl-5-cyano-1,3-dithiane-4-spiro-3'-(1',2'-dithiolene).