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Synlett 1995; 1995(11): 1129-1130
DOI: 10.1055/s-1995-5200
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A Useful Preparation of S-Phenyl Carbothioates, Se-Phenyl Carboselenoates from Aldehydes and Mixed (O, S; O, Se) Acetals from Dialkyl Ethers

Marco Tingoli* , Andrea Temperini, Lorenzo Testaferri, Marcello Tiecco
  • *Istituto di Chimica Organica, Facoltà di Farmacia, Università di Perugia, I-06100 Perugia, Italy
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Publication History

Publication Date:
31 December 2000 (online)

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Aldehydes react at room temperature with iodosobenzene diacetate (IBDA), sodium azide and diphenyl disulfide or diphenyl diselenide, to afford the corresponding S-phenyl carbothioates and Se-phenyl carboselenoates in moderate to good yields. Under the same experimental conditions dialkyl ethers are easily transformed into the corresponding mixed (O, S; O, Se) acetals.

Aldehydes - dialkyl ethers - acyl radicals - S-phenyl carbothioates - Se-phenyl carboselenoates - mixed (O, S; O, Se) acetals