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Please login to access the full content or check if you have access via33.3.4.1.5.2 Variation 2: Addition of Organotellurenyl Halides and Amides
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Avilov, D.; Dittmer, D., Science of Synthesis, (2007) 33, 318.
Addition of organotellurenyl halides to alkynes occurs at room temperature or 50°C with addition of the organotellurenyl moiety and halogen in a trans or anti fashion, consistent with an epitelluronium ion intermediate, to give the E-alk-1-enyl tellurides 53A, in a 4.0–4.5-fold excess over the Z-alk-1-enyl tellurides 53B (Scheme 21).[33,176] However, in refluxing ethanol or tetrahydrofuran the Z-isomer is favored by a 1.5–2.6-fold excess, possibly indicating isomerization of the E-isomer.[176] The addition of organotellurenyl halides to alkynylboranes is described in Section 33.3.4.1.1.2. The addition of 2-(aryltellanyl)-1,1,1,3,3,3-hexamethyldisilazanides to dimethyl acetylenedicarboxylate gives the [(Z)-2-(aryltellanyl)vinyl]bis(trimethylsilyl)amines 54.[177] α-Allenic carboxylic acids react with aryltellurenyl chlorides to give 4-(aryltellanyl)furan-2(5H)-ones 55.[178]
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References
| [33] | Meeee, M.; Meeee, M.-M.; Me, M.; Me, M.-M., M. Mee. Meee., (8888) 88, 88. |
| [176] | Meeee, M. M.; Meeeeeee, M. M.; Meeeeeeee, M.; Meeeeeeeee, M.; Meeeeee, M. M., Meeeeeeeee, Meeeee Meeeeee Meeee. Meee., (8888) 888, 888. |
| [177] | Meeee, M.; Meeeeeee, M.; Meeeee, M.; Meee, M., Meeeeeeeeeeeeee, (8888) 88, 8888. |
| [178] | Me, M.; Meeee, M.; Meee, M., M. Mee. Meee., (8888) 88, 8888. |
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