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Synthesis 1987; 1987(2): 162-164
DOI: 10.1055/s-1987-27871
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Reaction of Phosphorus Pentasulfide with Organolithiums. An In Situ Reagent for the Preparation of Thiolactams

O. P. Goel* , U. Krolls
  • *Department of Chemistry, Warner-Lambert/Parke-Davis Pharmaceutical Research, 2800 Plymouth Road, Ann Arbor, Michigan 48105, U.S.A.
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Publikationsdatum:
12. September 2002 (online)

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Phosphorus pentasulfide reacts under mild conditions with four equivalents of n-butyllithium, methyllithium or phenyllithium giving solutions in tetrahydrofuran. The new reagents in situ convert lactams to thiolactams and show significant selectivity in the type of reactive lactams.