Bibliographic Details
| Title: |
Competing reaction pathways from α-halo-α-protioalkyl aryl sulfoxides initiated by organometallic reagents |
| Authors: |
Blakemore, Paul R. paul.blakemore@science.oregonstate.edu, Burge, Matthew S.1, Sephton, Mark A.1 |
| Source: |
Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry. Jun2007, Vol. 48 Issue 23, p3999-4002. 4p. |
| Subjects: |
Solution (Chemistry), Aromatic amines, Alkylation, Chemical reactions |
| Abstract: |
Abstract: The reactions of syn-1-haloethyl p-chlorophenyl sulfoxides (halogen=Cl, Br) with main-group organometallic reagents (n-BuMgCl, MeLi, n-BuLi, s-BuLi, and t-BuLi) in THF and PhMe solvents were examined. Product distributions were analyzed to determine the extent of competing sulfoxide ligand exchange, halogen–metal exchange, and deprotonation reaction pathways. A combination of t-BuLi in PhMe was optimal for initiation of sulfoxide ligand exchange from syn-1-chloroethyl p-chlorophenyl sulfoxide. [Copyright &y& Elsevier] |
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| Database: |
Engineering Source |
