Tetrahedron Letters p. 7575 - 7578 (1990)
Update date:2022-09-26
Topics:
Rao, Sidduri Achyutha
Tucker, Charles E.
Knochel, Paul
α-Chloroalkyl phenyl sulfides 1 readily insert zinc in THF at 25 deg C (0.5-2 h), affording sulfur stabilized organozinc derivatives of type 2.The presence of a functional group such as an ester or a cyano group is tolerated in these organometallics.After a transmetallation to the corresponding copper reagent 3, they react with a wide range of electrophiles.Zinc and copper organometallics bearing a thiophenyl or a phenylsulfinyl group at the γ-position have also been prepared showing the generality of our approach.
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