- A straightforward synthesis of symmetrical polyendiynes by dimerization reactions of silyl derivatives
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A straightforward synthesis of polyendiynes is described. The method is based upon a simple dimerization reaction of silylated enynes in the presence of copper salts. A variety of polyunsaturated compounds have been obtained in high yields and with high retention of configuration.
- Babudri, Francesco,Fiandanese, Vito,Marchese, Giuseppe,Punzi, Angela
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- Cu-Catalyzed solvent-free, pot-economic synthesis of 1,3-dynes from 1,1-dibromoalkenes in the presence of DBU?H2O
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An efficient synthesis of 1,3-diynes directly from 1,1-dibromoalkenes has been achieved by utilizing hydrated 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU.H2O) as a sole reagent and a catalyst CuI. In general, 1,3-diynes were synthesized from corresponding terminal alkynes, which in turn were obtained from 1,1-dibromoalkenes. The DBU.H2O allowed the synthesis of 1,3-diynes not only in a pot-efficient manner but also under solvent-free conditions at ambient temperature. A plausible mechanism is proposed via 1-bromoalkynes intermediate instead of terminal alkynes.
- Moodapelly, Shiva Krishna,Nanaji, Yerramsetti,Sharma, Gangavaram V.M.,Suneeel, Kanaparthy,Doddi, Venkata Ramana
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- Ligand-free synthesis of 1,4-disubstituted-1,3-diynes by iron/copper cocatalyzed homocoupling of terminal alkynes
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A simple and efficient protocol for Fe/Cu cocatalyzed oxidative homocoupling reaction of terminal alkynes to symmetrical 1,4-disubstituted-1,3- diynes was presented. The results showed that both CuBr and FeCl3 played crucial roles in the reaction. It is noteworthy that this protocol employs mild, efficient, aerobic and ligand free conditions. The alkynes, including aromatic, heteroaromatic and aliphatic alkynes, were transformed into the corresponding 1,3-diynes in good to excellent yields. A simple and efficient protocol for Fe/Cu cocatalyzed oxidative homocoupling reaction of terminal alkynes to symmetrical 1,4-disubstituted-1,3-diynes was presented. The results showed that both CuBr and FeCl3 played crucial roles in the reaction. It is noteworthy that this protocol employs mild, efficient, aerobic and ligand free conditions. The alkynes, including aromatic, heteroaromatic and aliphatic alkynes, were transformed into the corresponding 1,3-diynes in good to excellent yields. Copyright
- Wang, Peipei,Liu, Xiaoyan,Zhang, Songlin
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p. 187 - 194
(2013/08/24)
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- Homo- and heterocoupling of terminal conjugated enynes: One-pot synthesis of alka-1,7-diene-3,5-diynes and alk-1-ene-3,5-diynes via two types of coupling reaction
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Conjugated dienediynes and enediynes with definite geometry- have been prepared in a one-pot manner. This protocol involves two types of coupling reaction, a Suzuki-type coupling and either a Hay coupling or a Cadiot-Chodkiewicz coupling. Thus, the copper
- Hoshi, Masayuki,Okimoto, Mitsuhiro,Nakamura, Shingo,Takahashi, Shinya
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experimental part
p. 3839 - 3847
(2012/01/04)
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