- Prenylation of 4-Methylphenol
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Abstract: Organoaluminum (aluminum phenolate and aluminum isopropylate) and acidicheterogeneous catalysts (zeolites C-10, C-100 and ZSM, clay KSF, sulfonic cationexchangers Fiban K-1 and Amberlist 36 Dry) were studied in the alkylation of4-methylphenol wi
- Chukicheva, I. Yu.,Fedorova, I. V.,Kolegova, Т.А.,Kutchin, A. V.
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p. 335 - 340
(2020/04/27)
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- Organic Synthesis with sulfones. XLI. Nucleophilic substitution of allylic sulfones
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The sulfonyl group in allylic sulfones can be displaced by a variety of nucleophiles.The reaction is particularly easy with tertiary sulfones, i.e. bearing no hydrogen atoms at the α-position.Lewis acids catalyse the displacement reaction.
- Julia, Marc,Nel, Maurice,Uguen, Daniel
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p. 487 - 492
(2007/10/02)
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- REGIOSPECIFIC ALKENYLATION OF PHENOLS BY ISOPRENE PROMOTED BY Pt(II) AND Pd(II) COMPLEXES
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Catalytic alkenylation of phenols with isoprene is promoted by Pd(II) or Pt(II) complexes.Ortho-isopentenylphenols are obtained together with the corresponding 2,2-dimethylchromans.The catalytic activity of the two d8 ions is compared.A possible mechanism is discussed.
- Felice, Vincenzo De,Renzi, Augusto De,Funicello, Maria,Panunzi, Achille,Saporito, Antonio
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- REGIOSPECIFIC ALKENYLATION OF PHENOLS BY 1,1-DIMETHYLALLENE PROMOTED BY PLATINUM CATALYSTS
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1,1-Dimethylallene reacts with phenolic substrates in the presence of catalytic amounts of platinum(II) complexes.A regiospecific C-alkenylation takes place, affording o-isopentenylphenols and 2,2-dimethylchromans.Possible reaction mechanisms are also discussed.
- Renzi, Augusto De,Panunzi, Achille,Saporito, Antonio,Vitagliano, Aldo
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p. 993 - 996
(2007/10/02)
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- EFFECT OF STRONG NUCLEOPHILE ON THE DIRECTION OF TRANSFORMATION IN ALKENYL ARYL ETHERS DURING CATALYTIC REARRANGEMENT
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The results from the introduction of tetrahydrothiophene into the reaction zone during the catalytic rearrangements of alkenyl aryl ethers demonstrate the possibility of a change in the direction of transformation of the ether from -sigmatropic rearrangement to intermolecular alkenylation of a concurrent strong nucleophile.The heterolytic character of the catalytic intermolecular rearrangement (alkenylation) was confirmed by the formation of alkenylsulfonium salts, the structure of the allyl unit which corresponded to the most thermodynamically stable isomer.
- Bunina-Krivorukova, L. I.,Feoktistov, V. M.,Aleksandrova, E. K.,Bal'yan, Kh. V.
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p. 745 - 750
(2007/10/02)
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- THERMAL AND CATALYTIC REARRANGEMENTS OF 4-(1,1-DIMETHYL-2-PROPENOXY)TOLUENE
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During the thermal and catalytic rearrangements of 4-(1,1-dimethyl-2-propenoxy)toluene the Claisen phenol, with inversion of the allyl unit, i.e., 4-methyl-2-(3-methyl-2-butenyl)phenol, is formed primarily.The formation of 2-methyl-2-(3-methyl-2-butenyl)phenol in the catalytic rearrangement with the introduction of o-cresol into the reaction zone shows that this rearrangement has partly intermolecular character.Consequently, the Claisen phenol can also be obtained by an intermolecular path, where this phenol is the most thermodynamically stable isomer.
- Aleksandrova, E. K.,Bunina-Krivorukova, L. I.
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p. 742 - 745
(2007/10/02)
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