Nickel-catalyzed regio- and enantioselective annulation reactions of 1,2,3,4-benzothiatriazine-1,1(2H)-dioxides with allenes

Tomoya Miura, Motoshi Yamauchi, Akira Kosaka, Masahiro Murakami

Research output: Contribution to journalArticlepeer-review

90 Citations (Scopus)

Abstract

(Figure Presented) Extrusion of N2:1,2,3,4-Benzothiatriazine1,1 (2H)-dioxides reacted with alienes in the presence of a nickel (0)/(R)-quinap complex to produce a variety of substituted 3,4-dihydro-1,2-benzothiazine1,1 (2H)-dioxides in a regio- and enantioselective fashion. An intermediate nickelacycle was generated through denitrogenative activation of the triazo moiety which allowed the intermolecular incorporation of an aliene group. quinap = 1-(2diphenylphosphino-1-naphthyl)isoquinoline.

Original languageEnglish
Pages (from-to)4955-4957
Number of pages3
JournalAngewandte Chemie - International Edition
Volume49
Issue number29
DOIs
Publication statusPublished - Jul 5 2010
Externally publishedYes

Keywords

  • Annulation
  • Asymmetric synthesis
  • Nickel
  • Nitrogen heterocycles
  • Synthetic methods

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

Fingerprint

Dive into the research topics of 'Nickel-catalyzed regio- and enantioselective annulation reactions of 1,2,3,4-benzothiatriazine-1,1(2H)-dioxides with allenes'. Together they form a unique fingerprint.

Cite this