SO₂F₂-mediated transformation of 2'-hydroxyacetophenones to benzo-oxetes

• Revathi Lekkala,
• Ravindar Lekkala,
• Balakrishna Moku,
• K. P. Rakesh and
• Hua-Li Qin

Beilstein J. Org. Chem. 2019, 15, 976–980, doi:10.3762/bjoc.15.95

• catalyst-free novel and efficient methodology for the challenging synthesis of benzo-oxetes from 2'-hydroxyacetophenones mediated by sulfuryl fluoride (SO2F2) gas has been realized. The combination of 2'-hydroxyacetophenones and SO2F2 furnishes synthetically challenging benzo-oxetanes in moderate to

• excellent yields. The highlight of this work is the design and synthesis of strained four-membered oxete rings. Keywords: benzo-oxetes; 2'-hydroxyacetophenones; sulfuryl fluoride; Introduction Oxetanes are versatile elements in drug discovery and synthesis [1][2], and represent important moieties in some

• 12). With the optimized reaction conditions in hand, we next evaluated the generality of the SO2F2-mediated transformation by subjecting diverse 2'-hydroxyacetophenones to the reaction (Scheme 2) [38][39]. Under the optimal reaction conditions, various 2'-hydroxyacetophenones containing both electron