Facile synthesis of aliphatic isothiocyanates and thioureas on solid phase using peptide coupling reagents

Publication: Research - peer-reviewJournal article – Annual report year: 2004

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Peptide coupling reagents can be used as versatile reagents for the formation of aliphatic isothiocyanates and thioureas on solid phase from the corresponding solid-phase anchored aliphatic primary amines. The formation of the thioureas is fast and highly chemoselective, and proceeds via formation of the intermediate isothiocyanate. The isothiocyanate and subsequent thiourea formation take place under standard peptide coupling conditions using carbon disulfide as the 'amino acid'. The thioureas are released from the resin and isolated in moderate to high yields.
Original languageEnglish
JournalTetrahedron Letters
Publication date2004
Volume45
Issue2
Pages269-272
ISSN0040-4039
DOIs
StatePublished
CitationsWeb of Science® Times Cited: 49

Keywords

  • isothiocyanates, thioureas solid-phase synthesis, peptide coupling reagents, combinatorial chemistry
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