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Communication | Regular issue | Vol 57, No. 10, 2002, pp.1777-1780
Published online, 1st January, 1970
DOI: 10.3987/COM-02-9547
Bifunctionalized Allenes. Part V. 3-Sulfinyl-2,5-dihydro-1,2λ5-oxaphosphol-2-ones and 3-Phosphoryl-1,2λ4-oxathiol-2(5H)-ones from 1-Sulfinyl-substituted Phosphorylated Allenes

Valerij Ch. Christov* and Boris Prodanov

*Department of Chemistry, University of Shoumen, BG-9700 Shoumen, Bulgaria


3-Sulfinyl-2,5-dihydro-1,2λ5-oxaphosphol-2-ones (3) and 3-phosphoryl-1,2λ4-oxathiol-2(5H)-ones (4) were synthesized in good yields via electrophile-induced cyclization reactions of 1-sulfinyl-substituted phosphorylated allenes (1) and (2). Bromination of dimethyl 1-sulfinyl-1,2-alkadiene-1-phosphonates (1) led to formation of 4-bromo-3-sulfinyl-2,5-dihydro-1,2λ5-oxaphosphol-2-ones (3), while the reaction with methyl 1-diphenylphosphoryl-1,2-alkadiene-1-sulfinates (2) afforded 4-bromo-3-diphenylphosphoryl-1,2λ4-oxathiol-2(5H)-ones (4).