Pii: S0040-4020(00)00693-1
نویسندگان
چکیده
ÐKnoevenagel condensation between 3-nitro-2-pyridinecarbaldehyde and diethyl malonate catalyzed by titanium(IV) chloride gave diethyl 3-nitro-2-pyridylidenemalonate which was oxidized with peracetic acid to give corresponding 1-oxide. Reaction of the latter with diethylamine in the presence of primary and secondary alcohols resulted in the reduction of the nitro group and the oxidation of the vinylic carbon attached to the pyridine ring. Simultaneous migration of the malonic fragment gave the appropriate 3-amino-2-pyridinecarboxylate esters. The 4-nitro-3-pyridylidenemalonate 1-oxide rearranges into the corresponding 4-amino-3-pyridinecarboxylate analogue. q 2000 Elsevier Science Ltd. All rights reserved.
منابع مشابه
Pii: S0040-4020(00)00678-5
The diazo group of a series of a-diazo carbonyl compounds can be reduced to the corresponding CH2 group by Bu3SnH under Cu(acac)2-catalytic or photochemical conditions. The mechanistic aspects of this reaction were investigated in some detail, and a possible reaction pathway was discussed. q 2000 Elsevier Science Ltd. All rights reserved.
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ÐTwo constrained analogs of the tripeptide hormone thyroliberin (TRH) have been synthesized. In both, the HisPro peptide bond of the hormone has been `locked' into a cis-conformation. In the ®rst analog, the constraint used was identical to the constraint used in an earlier trans-peptide bond analog that was a potent agonist for the TRH endocrine receptor TRH-R1. The second analog was built in ...
متن کاملPii: S0040-4020(97)00801-6
The synthesis of two classes of Philanthotoxin-343 analogs is described. Quantitative information on the antagonism of quisqualate-sensitive ionotropic glutamate receptors of insect muscle by these compounds is presented. © 1997 Elsevier Science Ltd.
متن کاملPii: S0040-4020(97)10223-x
The nickel-catalyzed intramolecular cycloaddition of dienes with unactivatable alkynes is found to proceed under mild conditions while the corresponding Diels-Alder cycloaddition of the same substrates either fails or occurs only under forcing conditions. The nickel-catalyzed cycloaddition is also shown to occur with retention of stereochemistry and is not significantly influenced by electronic...
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