Synthesis of 5,6-dehydrokawain and some fluorinated analogues

ABSTRACT

An efficient methodology for the synthesis of 6-styrenylpyrone in a four-step sequence is reported. The reactions were performed under catalyst-free conditions with mild and affordable reagents to produce 5,6-dehydrokawain and fluorinated derivatives in good to excellent overall yields (72–86%) on a multigram scale. Two novel difluorinated derivatives are reported here for the first time.

GRAPHICAL ABSTRACT

KEYWORDS:

• 2-Pyrone
• 5,6-dehydrokawain
• fluorinated
• Wittig reaction
• Claisen reaction

Additional information

Funding

This work was supported by the University of KwaZulu-Natal and the National Research Foundation of South Africa (NRF) (Grant No: 98345, 2017).