Mechanism of asymmetric sulfimidation with N-alkoxycarbonyl azide in the presence of (OC)Ru(salen) complex

Tatsuya Uchida, Yuusuke Tamura, Masaaki Ohba, Tsutomu Katsuki

Research output: Contribution to journalArticle

41 Citations (Scopus)

Abstract

Spectroscopic analysis of imidation of alkyl aryl sulfides with N-2,2,2-trichloro-1,1-dimethylethyloxycarbonyl azide 2 in the presence of (OC)Ru(salen) complex 1 strongly suggests that an addition compound of the azide 2 to 1 is the active species for the imidation, while the addition compound undergoes the undesired intramolecular C-H insertion onto the salen ligand of the complex in the absence of sulfide, directly or via the corresponding nitrene-ruthenium species.

Original languageEnglish
Pages (from-to)7965-7968
Number of pages4
JournalTetrahedron Letters
Volume44
Issue number43
DOIs
Publication statusPublished - Oct 20 2003

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Azides
Sulfides
Spectroscopic analysis
Ruthenium
Ligands
disalicylaldehyde ethylenediamine
phenylnitrene

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Mechanism of asymmetric sulfimidation with N-alkoxycarbonyl azide in the presence of (OC)Ru(salen) complex. / Uchida, Tatsuya; Tamura, Yuusuke; Ohba, Masaaki; Katsuki, Tsutomu.

In: Tetrahedron Letters, Vol. 44, No. 43, 20.10.2003, p. 7965-7968.

Research output: Contribution to journalArticle

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