HETEROCYCLIZATION OF 2-(2-CHLORO-1,3-ALKADIENYL)-1,3,2-DIOXAPHOSPHOLANE 2-OXIDES IN THE REACTION WITH SULFENYL CHLORIDES

Abstract

The reaction of sulfenyl chlorides with 2-(2-chloro-1,3-alkadienyl)-1,3,2-dioxaphospholane 2-oxides proceeds nonselectively affording five- or six-membered heterocycles depending on the nature of the hydrocarbon moiety in the sulfenyl chloride. The structures of the compounds are determined by NMR and IR spectra.

Key Words:

• 2-(2-chloro-1,3-alkadienyl)-1,3,2-dioxaphospholane 2-oxides
• heterocyclization
• 5,6-dihydro-21-1-1,2-oxaphosphorines
• 2,5-dihydro-1,2-oxaphospholes
• sulfenyl chlorides