New Method for Building Carbon-Phosphorus Heterocycles

Article abstract of DOI:10.1021/jo00335a013

The photolysis of 1-substituted 3,4-dimethylphosphole sulfides-N-phenylmaleimide cycloadducts in alcohols (R'OH) has been found to proceed with high yields whatever the nature of the R substituent.It provides a ready access to the almost unknown phosphinothioates RP(S)(H)OR'.When R = (CH2)nBr the phosphinothioates thus obtained are readily cyclized by NaH in THF.Five-, six-, and seven-membered rings have been obtained in this way.