81609-31-6Relevant articles and documents
Telluroxide Elimination by Oxidation of Alkyl Aryl Tellurides: Remarkable Effect of Added Triethylamine
Nishibayashi, Yoshiaki,Komatsu, Naoki,Ohe, Kouichi,Uemura, Sakae
, p. 1133 - 1138 (2007/10/02)
Treatment of various alkyl phenyl tellurides with 1-2 mol equiv. of m-chloroperbenzoic acid in diethyl ether in the presence of triethylamine at 25 deg C for 2 h affords the corresponding alkenes highly selectively in fair to good yields.From stereochemical studies using erythro- and threo-phenyl 3-phenylbutan-2-yl tellurides as substrates it was revealed that although Et3N partly faciliates E2 elimination of the telluroxide, the main reaction course is the telluroxide syn-elimination (Ei elimination).Without the addition of Et3N the elimination was quite slow in many cases, and in fact the compounds derived from the addition of m-chlorobenzoic acid to tetradecyl and cyclohexyl phenyl telluroxides were isolated, the pyrolysis (ca. 250 deg C) of which afforded tetradec-1-ene and cyclohexene, respectively.A 2-pyridyltelluro moiety was revealed for the first time to be a better leaving group than a phenyltelluro moiety in telluroxide elimination.
A FACILE PREPARATION OF PHENYL TELLUROCYANATE AND ITS APPLICATION TO A ONE-STEP SYNTHESIS OF ALKYL PHENYL TELLURIDES FROM ALCOHOLS
Ogura, Fumio,Yamaguchi, Hachiro,Otsubo, Tetsuo,Chikamatsu, Kiyofumi
, p. 131 - 136 (2007/10/02)
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