Synthesis of dihydrothiophene, thiophene, and their selenium analogues carrying four phosphoryl groups.
[reaction: see text] Sodium hydrosulfide undergoes addition to two molecules of bis(diethoxyphosphoryl)acetylene followed by cyclization to give a 2,3-dihydrothiophene carrying four phosphoryl groups. Oxidation of the 2,3-dihydrothiophene with mCPBA gives the corresponding sulfoxide or sulfone depending on the ratio of the reagents, and the sulfoxide is dehydrated to afford a tetraphosphorylthiophene. The corresponding dihydroselenophene and selenophene are also synthesized in a similar manner.
Sasaki
Shigeru
S
Department of Chemistry, Graduate School of Science, Tohoku University, Aoba, Sendai 980-8578, Japan. sasaki@mail.tains.tohoku.ac.jp
Adachi
Kazutaka
K
Yoshifuji
Masaaki
M