S. Collison et Mjp. Harger, Reactivity of omega-hydroxyalkylphosphinic anilides in cyclisation by intramolecular displacement of the aniline moiety, J CHEM R-S, (1), 2000, pp. 28-29
A cyclic phosphinate 2 is formed when HO(CH2)(n+3)P(O)(NHPh)Ph (n = 0 or 1)
is treated with acid (P-N bond cleavage); five-membered ring formation (n
= 0) is 70 times faster than six in CHCl3 and 50 times faster in MeOH.