Lithium thiophenoxide

Thiophenol, TEA, DMF or dioxane." In the case of dimethyl phosphonates, this method can be used to remove selectively only one methyl group. Lithium thiophenoxide is also effective. ... 

Lithium, methyl, 55,7, 10 Lithium, phenyl-, 55,11 Lithium phenylthio(alkyl)cuprates, 55,122 LITHIUM, phenyltluo(fe/f-butyl)cuprate [Lithium, phenylthio( 1,1 -dimethyl-ethyl)cupiate, 55,122 Lithium, 1-propenyl-, 55, 111 LITHIUM, ( >l-propenyl-, 55, 103 Lithium thiophenoxide [Ben7enethiol, lithium salt], 55, 122... 

These KIEs were measured using lithium thiophenoxide as the nucleophile. The contact ion-pair was converted into the solvent-separated ion-pair complex by adding between 1.0% and 7.5% water to dry diglyme (Fang and Westaway, 1991). 

The reactions of bases with borylstannylalkanes generally lead to cleavage of the tin moietyand lithium thiophenoxide is especially specific. It is of interest that the reaction of fluoride anion with di-mesitylboryl(trimethylsilyl)alkanes also gives a-boryl carbanions, thus obviating the need to use organo-metallics. ... 

To test for the presence of a benzyne intermediate, the reaction was carried out in the presence of lithium thiophenoxide. The reaction pro-... 

Aryl triflates have been used to generate arynes via other routes than metal-halogen exchange. For example, fluoride ion displacement of the trimethylsilyl group in 26 provides a convenient route to benzyne under mild conditions. The required benzyne precursor 26 was prepared from o-trimethylsilylphenoxytrimethylsilane by sequential treatment with BuLi and (Tf)20. Analogous aryne precursors have also been prepared less directly, as in the case of amide benzyne 31. Examples of 32 include various methylfurans, diphenylsobenzofuran and tetraphenylcyclopentadienone. Examples of nucleophiles include methanol, phenol, lithium thiophenoxide and others. 

Cleavage of esters, ethers, and lactones. The reagent resembles CsHaSLi (3, 188 5, 415) and CaHsSNa (4, 465) in reactivity for cleavage of hindered esters and methyl aryl ethers. In addition it cleaves lactones to methylthio carboxylic acids an example is the conversion of butyrolactone to CHGSCH2CH2CH2COOH in 69% yield. A direct comparison indicates that this reagent is superior to lithium thiophenoxide for cleavage of the lactone 1 to 2. 

Cuprous iodide lithium thiophenoxide Ketones from carboxylic acid dilorides s. 29, 671 s. a. Org. Synth. 55,122 (1976)... 

Cuprous iodide I lithium thiophenoxide Syntheses with mixed lithium cuprates 1,4-Addition... 

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