316-06-3Relevant academic research and scientific papers
Reactions of o-Quinones with 2,5-Dimethylthiophene-3,4-diylbis(methylenetriphenylphosphonium Cholride) in the Presence of Lithium Hydroxide. Application of Phase Transfer Catalysis
Nicolaides, Demetrios N.,Litinas, Konstantinos E.,Argyropoulos, Nicolaos G.
, p. 415 - 420 (2007/10/02)
The reactions of the 1,4-biphosphonium salt (1) with quinones (4), (8), (14), in the presence of lithiun hydroxide did not afford bis-Wittig products, with exception of compound (6).The quinone (4) in addition to compound (6) gave the o-quinomethane derivate (7) , quinone (14) gave compounds (17), (18), and (19), via a simple Wittig-reaction, followed Michael addition of a second ylide species, while quinone (25) gave the 1,3-benzodioxole (26).A deviation of the typical Wittig procedure can account for the formation of compound (12) from the quinone (8).The reaction of the 1,4-bisphosphonium salt (20) with the dione (14) is also described.Significant hydrolysis of the formed ylide groups was observed in all reactions.
