S. Nakayama, M. Yoshifuji, R. Okazaki
Feb 1, 1975
Citations
0
Influential Citations
27
Citations
Journal
Bulletin of the Chemical Society of Japan
Abstract
Phenylphosphonic and phenylphosphonothioic dichlorides were dechlorinated with magnesium to generate phenylphosphinylidene and phenylphosphinothioylidene, respectively, in the presence of several 1,3-dienes. Reactions of phenylphosphinothioylidene with 2,3-dimethylbutadiene and 1,3-cyclohexadiene gave Diels-Alder type reaction products, that is, 3,6-dihydro-1,2-thiaphosphorin derivatives (5 and 6) and 6-phenyl-5,6-thiaphosphabicyclo[2.2.2]oct-2-ene 6-sulfide (14), respectively. Reaction of 2,3-diphenylbutadiene with phenylphosphinothioylidene afforded 1,2,4,5-tetraphenyl-1,2,3,6-tetrahydro-1,2-diphosphorin 1,2-disulfide (10), whereas that with phenylphosphinylidene gave 1,3,4-triphenyl-3-phospholene 1-oxide (12). The differences of these reactions have been discussed.