17392-46-0Relevant articles and documents
Alkylation of Aldehyde (Arenesulfonyl)hydrazones with Trialkylboranes
Kabalka, George W.,Maddox, John T.,Bogas, Ekaterini,Kelley, Shane W.
, p. 3688 - 3695 (2007/10/03)
(Arenesulfonyl)hydrazone derivatives of aryl aldehydes are readily alkylated by trialkylboranes in the presence of base to generate new organoboranes that may be converted to the corresponding substituted alkanes or alcohols depending upon the reaction conditions chosen. Both tosyl- and trisylhydrazone derivatives can be utilized in the reaction, which tolerates a variety of functional groups, making it a versatile alternative to both the Grignard and Suzuki-coupling reactions.
A Facile Alkylation of Aryl Aldehyde Tosylhydrazone with Trialkylboranes
Kabalka, George W.,Maddox, John T.,Bogas, Ekaterini
, p. 5530 - 5531 (2007/10/02)
Trialkylboranes readily alkylate aryl aldehyde tosylhydrazones to produce either the corresponding arylalkane or aryl alcohol in excellent yields.
REACTIVITY OF 3,6-DIMETHOXY-3,6-DIMETHYLCYCLOHEXA-1,4-DIENE: NUCLEAR VERSUS BENZYLIC NUCLEOPHILIC SUBSTITUTION
Alonso, Francisco,Barba, Isidoro,Yus, Miguel
, p. 2069 - 2080 (2007/10/02)
The treatment of cis/trans-3,6-dimethoxy-3,6-dimethylcyclohexa-1,4-diene (ca. 1/1 mixture; easily prepared electrochemically in multigram scale from p-xylene) under acidic conditions (acetic, trifluoroacetic, sulfuric, or a Lewis acid) yields almost exclusively 2-methoxy-1,4-dimethylbenzene 4, through a trasposition reaction.The use of aqueous hydrochloric or hydrofluoric acid gives 2,5-dimethylphenol 12, and with hydrogen chloride a mixture of 2- and α-chloro-p-xylene (13, 14) is isolated.Different oxygen-, nitrogen-, and sulfur-containing nucleophiles (alcohols,thiols, or hydrazoic acid) react with 3 under acid catalysis giving the corresponding products resulting from a nuclear or/ and benzylic substitution on p-xylene (15 - 20).The reaction of compound 3 with organolithium reagents affords exclusively benzylic products 21 in a regiospecific manner.In all cases the mixtures of isomers are separated by column chromatography.The lithiation of compound 3 with lithium powder or lithium naphthalenide fails, giving p-xylene.A probable mechanism is proposed for the studied reactions.
Process for preparing dimethyl naphthalene
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, (2008/06/13)
A process for preparing dimethyl naphthalenes, which comprises heating a compound, such as methyl-4-(p-tolyl) butane, methyl-4-(p-tolyl)butene or methyl-4-(p-tolyl)butadiene, in the presence of a cyclization-dehydrogenation catalyst.