Lewis acid-catalyzed Pudovik reaction–phospha-Brook rearrangement sequence to access phosphoric esters

• Jin Yang,
• Dang-Wei Qian and
• Shang-Dong Yang

Beilstein J. Org. Chem. 2022, 18, 1188–1194, doi:10.3762/bjoc.18.123

• previously reported base-catalyzed transformations. Keywords: Lewis acid; phospha-Brook rearrangement; phosphoric esters; Pudovik reaction; Introduction Phosphoric esters are widely used in agrochemistry, biological sciences, clinical treatments, as well as in general organic transformations [1][2][3][4][5

• ][6][7][8][9]. Therefore, many efficient methods have been developed in the past decades to synthesize different types of phosphoric esters [10][11][12][13][14][15][16][17][18]. Traditional methods for the construction of P−O bonds in phosphoric esters rely on the phosphorylation of alcohols or phenol

• with highly air-sensitive and hazardous phosphorus halides, with the assistance of a suitable base [19][20][21][22][23][24]. As an alternative pathway, the phospha-Brook rearrangement [25][26][27][28][29][30] represents a green approach to phosphoric esters since it uses α-hydroxyphosphonates, which