Phosphine catalyzed addition of long-chain dialkyl phosphites to electron-deficient alkenes

Abstract

Conjugate addition of the long chain dialkyl phosphites to electron-deficient alkenes under PBu₃ catalysis afforded the corresponding phosphonates in good yields in a short reaction time. Long chain alkyl groups in the phosphites were well tolerated in this transformation. The products of this reaction are of particular interest as components of lubrication oil composition.

Graphical Abstract

Keywords:

• Long-chain dialkyl phosphites
• phospha-Michael addition
• phosphine-catalyzed reactions
• phosphonates
• Pudovik reaction

Disclosure statement

The authors declare no conflict of interest.

Additional information

Funding

The reported study was funded by the Russian Federation President Grant [МК-1822.2020.3]. The support of subsidy allocated to Kazan Federal University for the State Assignment in the Sphere of Scientific Activities [0671-2020-0063] is also gratefully acknowledged by V.I.G.