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Samarium diiodide induced reductive cleavage of the Te–Si bond in phenyltellurotrimethylsilane: A novel method for the synthesis of alkylphenyl tellurides, telluroesters, and β-phenyltelluro esters (nitriles)

✍ Scribed by Songlin Zhang; Yongmin Zhang

Publisher
John Wiley and Sons
Year
1999
Tongue
English
Weight
132 KB
Volume
10
Category
Article
ISSN
1042-7163

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✦ Synopsis

Phentyltellurotrimethylsilane (1) was reduced by samarium diiodide in tetrahydrofuran (THF) to produce samarium phenyltellurolate. This new tellurolate anion reacted smoothly with alkyl and benzyl halides to give alkyl and benzyl-phenyl tellurides in good yields under mild and neutral conditions. The samarium tellurolate also reacted with acyl halides or anhydrides to give telluroesters, and the 1,4-addition of samarium tellurolate to ␣, b-unsaturated esters (nitriles) gave b-phenyltelluro esters (nitriles). ᭧ 1999

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