P=S Bond Formation
Recent Literature
Various α,β-unsaturated phosphine sulfides were prepared in goods yields from
the parent α,β-unsaturated phosphine oxides with Lawesson's reagent. The
reaction offers a broad substrate scope and tolerates various functional groups.
X.-L. Wang, J.-X. Chen, X.-S. Jia, L. Yin, Synthesis, 2020, 52,
141-149.
A stereoselective hydrophosphination reaction of alkynes with
diphenylphosphane has been developed. The reaction is mediated by a cobalt
catalyst and butyllithium.
H. Ohmiya, H. Yorimitsu, K. Oshima, Angew. Chem. Int. Ed., 2005,
44, 2368-2370.
For the synthesis of thiophosphinic acids, two major approaches were selected:
(1) the Stec reaction of phosphorus amides with carbon disulfide; and (2) the
one-pot synthesis of thiophosphorus acids from H-phosphinates, an
organometallic nucleophile, and quenching with elemental sulfur. An application
to the preparation of a potential chiral phosphorus organocatalyst is also
reported.
K. R. Winters, J.-L. Montchamp, J. Org. Chem., 2020, 85, 14545-14558.