Preparation of functionalized zinc and copper organometallics containing sulfur functionalities at the alpha or gamma position |
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Authors: | Sidduri AchyuthaRao Charles E. Tucker Paul Knochel |
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Affiliation: | aThe Willard H. Dow Laboratories, Department of Chemistry, The University of Michigan Ann Arbor, Michigan 48109 U.S.A. |
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Abstract: | -Chloroalkyl phenyl sulfides1 readily insert zinc in THF at 25 °C (0.5–2 h), affording sulfur stabilized organozinc derivatives of type2. 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 reagent3, 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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