Phosphorus V Oxide Methanesulfonic Acid

Friedel-Crafts reactions, the Fischer indole synthesis, the Beckmann rearrangement, and other dehydrations an alternative to polyphosphoric acid ) [Pg.343]

Solubility sol ether, alcohol, MeCN, CH2CI2 insol toluene, hexane. [Pg.343]

Preparative Method prepared by adding Phosphorus(V) Oxide (P2O5, 36 g) in one portion to Methanesulfonic Acid (360 g) and stirring at rt until the P2O5 dissolves. Although Eaton recommends the use of freshly distilled methanesulfonic acid to allow for a clean workup and good yields, others report using the acid as purchased. [Pg.343]

Cycloalkenones. P205/MeS03H is used as a reagent in several reactions leading to cycloalkenones. First described in Eaton s original paper, the lactone-to-cyclopentenone rearrangement (eq 1) has since found wide use. [Pg.343]

In a related reaction, readily available nitroalkanoic acids cy-clize to form cyclopentenones (eq 2). As illustrated in eq 3, vinylcyclobutanones undergo acyl migration to produce either cyclopentenones or cyclohexenones. [Pg.343]

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