The insertion of sulfur and selenium into the 1,2-dihydrophosphete ring

✍ Scribed by Ngoc Hoa Tran Huy; François Mathey

• Publisher: John Wiley and Sons
• Year: 1990
• Tongue: English
• Weight: 170 KB
• Volume: 1
• Category: Article
• ISSN: 1042-7163
• DOI: 10.1002/hc.520010105

✦ Synopsis

Sulfur and selenium react with a 1 ,Zdihydrophosphete P-W(CU)S complex at ca. 120°C to give the corresponding 2,5-dihydro-l,2-thiaphosphob and 2 3dihydro-l,2-~elenaphosphole complexes, respectively. These products result from a n insertion of S or Se into the P-C sp3 bond of the four-membered ring.

The controlled oxidative cleavage of P-C bonds is well exemplified when these bonds are incorporated into strained rings. For example, Kashman [ l ] has demonstrated that it is possible to insert oxygen into one of the P-C bridge bonds of phosphole oxide [4 + 21 dimers (Eq. 1) and Quin

[2] has developed the chemistry of the resulting insertion products.

R R

However, similar insertions involving sulfur and selenium are not as well known. We wish to de-* To whom correspondence should be addressed.