- Synthesis of bulky 1,2-dialkoxy- and 1,2,3-trialkoxy-arenes
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A large series of bulky 1,2-dialkoxy- and 1,2,3-trialkoxy-benzenes was efficiently prepared via Williamson etherification. Preparation of their contiguous bromine-containing derivatives was also achieved.
- Stephan, Michel,Zupancic, Borut,Mohar, Barbara
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experimental part
p. 6308 - 6315
(2011/09/19)
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- Isopropoxy as a masked hydroxy group in aryl oxidative coupling reactions
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Mono- and dihydroxy substituted triphenylenes have been prepared in a one-pot biphenyl/phenyl oxidative coupling reaction, in which isopropoxy acts as a masking/protecting group.
- Bushby,Lu
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p. 763 - 767
(2007/10/03)
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- PHASE-TRANSFER NUCLEOPHILIC AROMATIC SUBSTITUTION OF Cr(CO)3-COMPLEXED DICHLOROBENZENES WITH ALCOHOLS
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Cr(CO)-complexed ortho- and para-dichlorobenzenes react with primary and secondary alcohols, in the presence of KOH, under phase-transfer conditions to give monosubstitution products only.The meta isomer affords disubstitution products also.The same reaction, carried out in DMSO with alcohols in excess, leads in all cases to dialkoxy derivatives.Factors potentially influencing the reactivity of Cr(CO)3-complexed ortho-, meta-, and para-dichlorobenzenes are discussed.
- Alemagna, Andreina,Baldoli, Clara,Del Buttero, Paola,Licandro, Emanuela,Maiorana, Stefano
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p. 555 - 560
(2007/10/02)
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- PHOSPHORORGANISCHE VERBINDUNGEN 101. TERTIAERE PHOSPHINE MIT ORTHOALKOXYPHENYL-GRUPPEN. Synthese und Eigenschaften
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Alkylphenylethers, ortho-lithiated in good yields, are transformed according to scheme (1) to the triarylphosphines ArPPh2, Ar2PPh and Ar3P (Ar contains in all cases an ortho-alkoxy group) (Table 1.).Hydroquinonedialkylethers can be lithiated twice, forming the compounds 102 and 103.Table 2 summarizes some arylalkylethers (71 - 101) which were lithiated; table 7 presents 12 new arylalkylethers.The syntheses of triarylphosphines with one or two bulky groups (105 - 110) and of triarylphosphines with one or two 3,4-dialkoxyphenyl groups (111 - 114) are reported.The 31P-spectra of the compounds prepared are discussed with respect to the validity of the Tolman-rule.
- Horner, L.,Simons, G.
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p. 189 - 210
(2007/10/02)
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- Dependence of Aryl Ether Acylation upon Lewis Acid Stoichiometry
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Acylation of alkyl aryl ethers has been observed to be uniquely dependent on the stoichiometry of the Friedel-Crafts catalyst.With 100 molpercent catalyst, acylation proceeds rapidly and in high yield; with large molar excesses of catalyst, the reaction is essentially completely arrested.This inhibition can be reversed by using sterically bulky alkyl groups which effectively prevent complexing between catalyst and aryl ether.Based on these observations, we have developed processes for regioselective intramolecular acylation of either a phenyl or an alkoxylated phenyl ring when both are present.
- Buckley, Thomas F.,Rapoport, Henry
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p. 3056 - 3062
(2007/10/02)
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