Categories: C-Cl Bond Formation >
Synthesis of 1,1-dichloroalkanes
Recent Literature
The combination of Ph3P and easily available 1,2-dihaloethanes (XCH2CH2X; X =
Cl, Br, or I), was very effective for a mild deoxygenative halogenation of
alcohols and aldehydes. The use of (EtO)3P instead of Ph3P
enables a convenient purification process, as the byproduct (EtO)3P═O
could be removed by aqueous washing. A dehydroxy-fluorination proceeds well in
the presence of ICH2CH2I and CsF as fluoride source in DMF.
J. Chen, J.-H. Lin, J.-C. Xiao, Org. Lett.,
2018, 20, 3061-3064.
Phthaloyl chloride as reagent and N-formylpyrrolidine as Lewis base
catalyst enable a transformation of aldehydes into geminal dichlorides. This
simple reaction offers mild reaction conditions, high levels of functional group
compatibility, and scalability.
P. H. Huy, Synthesis, 2019, 51,
2474-2483.