Alkylation of 2H-1,2,3-benzothiadiazine 1,1-dioxides. Formation of a new family of mesoionic compounds

Márta Porcs-Makkay, Rita Kapiller-Dezsöfi, L. Párkányí, Angéla Pandur, Gyula Simig, Balázs Volk

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

Alkylation of 2H-1,2,3-benzothiadiazine 1,1-dioxide and its aromatic ring substituted derivatives was studied in detail. It was found that alkylation took place both at N(2) and N(3) atoms. In the latter case, a series of interesting mesoionic compounds was prepared. Various alkylation conditions were tried, and due to the substantially different solubility of the two products formed in the reactions, the target compounds could be selectively isolated without chromatographic separation.

Original languageEnglish
Pages (from-to)2169-2174
Number of pages6
JournalTetrahedron
Volume70
Issue number12
DOIs
Publication statusPublished - Mar 25 2014

Fingerprint

Benzothiadiazines
Alkylation
Solubility
Derivatives
Atoms

Keywords

  • Alkylation
  • Mesoionic compounds
  • Nitrogen heterocycles
  • Regioselectivity
  • Sulfur heterocycles

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Alkylation of 2H-1,2,3-benzothiadiazine 1,1-dioxides. Formation of a new family of mesoionic compounds. / Porcs-Makkay, Márta; Kapiller-Dezsöfi, Rita; Párkányí, L.; Pandur, Angéla; Simig, Gyula; Volk, Balázs.

In: Tetrahedron, Vol. 70, No. 12, 25.03.2014, p. 2169-2174.

Research output: Contribution to journalArticle

Porcs-Makkay, Márta ; Kapiller-Dezsöfi, Rita ; Párkányí, L. ; Pandur, Angéla ; Simig, Gyula ; Volk, Balázs. / Alkylation of 2H-1,2,3-benzothiadiazine 1,1-dioxides. Formation of a new family of mesoionic compounds. In: Tetrahedron. 2014 ; Vol. 70, No. 12. pp. 2169-2174.
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