Penicillin-cephalosporin conversion IV. Direct synthesis of 3'-thiosubstituted cephalosporins from thiazoline-azetidinones

Sigeru Torii, Hideo Tanaka, Michio Sasaoka, Norio Saitoh, Takashi Siroi, Junzo Nokami

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

Direct transformation of thiazoline-azetidinones 2, derived from penicillin G and V, into 3′-thio-substituted cephalosporins 4 has been performed by ring opening of the thiazoline moiety with sulfenyl chlorides followed by ring closure with NH3 in dimethylformamide and simultaneous displacement of the allylic chlorine atom with the leaving thiolates.

Original languageEnglish
Pages (from-to)2495-2498
Number of pages4
JournalTetrahedron Letters
Volume23
Issue number24
DOIs
Publication statusPublished - 1982

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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