Facile synthesis of new thiazinanones derived by acenaphythylenone

Abstract

In an attempt to develop new thiazinanones, 2-oxoacenaphthylen-1(2H)-ylidene)hydrazineylidene)-5,6-diphenyl-1,3-thiazinan-4-ones were synthesized via the reaction of oxoacenaphthylen-hydrazinecarbothioamide derivatives with 2,3-diphenylcycloprop-2-enone in ethanol and catalyzed by triethyl amine. The structure of the obtained thiazinanones was elucidated by spectral data (IR, MS, ¹H and ¹³C NMR spectra) in addition to elemental analysis. The mechanism describes the reaction pathway was also discussed.

GRAPHICAL ABSTRACT

KEYWORDS:

• 2-Oxo-acenaphthylene thiosemicarbazones
• 2,3-Diphenylcycloprop-2-enone
• 1,3-Thiazinan-4-ones
• NMR
• mechanism

Acknowledgements

The authors thank the Deanship of Scientific Research at Prince Sattam bin Abdulaziz University under research project No 2021/01/18104. The NMR spectrometer at Florida Institute of Technology was purchased with the assistance of the U.S. National Science Foundation (CHE 03 42251).

Author contributions

A. A. Aly: Concept, writing, editing and submit; K. U. Sadek: editing; M. B. Alshammari: editing; A. Ahmad: editing; E. A. Aziz: Methodology; A. B. Brown: editing; A. H. Mohamed: Concept, editing.

Disclosure statement

No potential conflict of interest was reported by the author(s).

Data availability statement

Data set generated during and/or analyzed during the current study are available from the corresponding author on reasonable request.