Microwave-induced, solvent-free transformations of benzoheteracyclanones by HTIB (Koser's reagent)

T. Patonay, A. Lévai, Éva Rimán, Rajender S. Varma

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

The microwave-activated reactions of [hydroxy(tosyloxy)iodo]benzene (HTIB) with various chromanones, thiochromanones and dihydroquinolones under solvent-free conditions have been studied. In addition to the common dehydrogenation reaction, 2,3-migration also has been observed in the case of flavanone and 2,2-disubstituted chromanones. 3-Tosyloxychromanones were isolated from the reaction of chromanone and 2-methylchromanone for the first time. Substrates with nucleophilic heteroatoms such as thiochromanones and 2-phenyl-2,3-dihydro-4-quinolone reacted by electrophilic attack of the heteroatom.

Original languageEnglish
Pages (from-to)183-195
Number of pages13
JournalArkivoc
Volume2004
Issue number7
Publication statusPublished - 2004

Fingerprint

4-Quinolones
Dehydrogenation
Microwaves
Substrates
flavanone
(hydroxy(tosyloxy)iodo)benzene

Keywords

  • 2,3-dihydro-4-quinolones
  • Chromanones
  • Hypervalent iodine reagent
  • Microwave irradiation
  • Thiochromanones
  • Tosyloxylation

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Microwave-induced, solvent-free transformations of benzoheteracyclanones by HTIB (Koser's reagent). / Patonay, T.; Lévai, A.; Rimán, Éva; Varma, Rajender S.

In: Arkivoc, Vol. 2004, No. 7, 2004, p. 183-195.

Research output: Contribution to journalArticle

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