Synthesis and spectroscopic properties of a series of novel 2-aryl-3-phenyl-2,3-dihydro-4H-1,3-benzothiazin-4-ones

Lee J. Silverberg, Carlos Pacheco, Anthony Lagalante, John Tierney, Joshua T. Bachert, J. Austin Bayliff, Ryan V. Bendinsky, Aaron S. Cali, Liuxi Chen, Avril D. Cooper, Michael J. Minehan, Caitlin R. Mroz, Duncan J. Noble, Alexander K. Weisbeck, Yiwen Xie, Ziwei Yang

Research output: Contribution to journalArticlepeer-review

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Abstract

A series of thirteen novel 2-aryl-3-phenyl-2,3-dihydro-4H-1,3-benzothiazin-4-ones was prepared at room temperature by T3P-mediated cyclization of N-phenyl-C-aryl imines with thiosalicylic acid. The spectroscopic and physical properties are reported and discussed. 1H-19F and 13C-19F couplings were observed in the NMR spectra of fluorinated compounds. Through-space interactions were observed in the 1H and 13C NMR spectra of the ortho-nitro compound. Trends were observed in the IR and UV absorptions of the ortho/meta/para-nitro series.

Original languageEnglish (US)
Pages (from-to)122-143
Number of pages22
JournalArkivoc
Volume2016
Issue number6
DOIs
StatePublished - 2016

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

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