- Valorization of 2,5-furandicarboxylic acid. Diels-Alder reactions with benzyne
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Biomass-derived 2,5-furandicarboxylic acid was valorized by conversion to 1,4-naphthalenedicarboxylic acid via benzyne-cycloaddition and reductive aromatization in 66% overall yield (four steps). Two novel bicyclic intermediates were isolated in 80% and 98% yield. These advances diversify the potential end uses of renewable terephalic acid analogs and other furanics available from cellulose biorefinery.
- Serum, Eric M.,Selvakumar, Sermadurai,Zimmermann, Nicolas,Sibi, Mukund P.
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p. 1448 - 1454
(2018/04/12)
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- The Zinc(II)-Catalyzed Henkel Reaction of Dipotassium 1,8-Naphthalenedicarboxylate in a Dispersion Medium
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The Henkel reaction of dipotassium 1,8-naphthalenedicarboxylate in naphthalene as a dispersion medium gave dipotassium 2,6-naphthalenedicarboxylate (1) in a higher yield and with a better reproducibility than the reaction without a dispersion medium.Catalysts, particularly zinc catalysts, were examined in detail.The anion moiety of zinc catalysts affected the reaction, and the halide anion was effective for the selective formation of 1.The addition of potassium halide to the zinc catalysts also increased the yield of 1.The catalytic activity of the halide anion increased in the order: Cl---.The activity of the zinc catalysts was also compared with that of cadmium catalysts.
- Fujishiro, Koichi,Mitamura, Shuichi
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p. 786 - 790
(2007/10/02)
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- New Dyes from Naphthostyril-5-carboxylic Acid: Synthesis of 6,12-Anthanthrenedione-3,4,9,10-tetracarboxylic Diimides, Naphthostyril-5,6-dicarboximides and 1-Amino-4-arylaminonaphthalene-5,8-dicarboxylic Bislactams
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The novel vat dyes 6,12-anthanthrenedione-3,4,9,10-tetracarboxylic diimides (XIa-c) and the disperse dyes, naphthostyril-5,6-dicarboximides (XVIIIa-f) and bislactams (XIXa-d) have been synthesised from a common intermediate, naphthostyril-5-carboxylic acid (V).An improved method has also been developed for the synthesis of V.
- Dalvi, S.S.,Seshadri, S.
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p. 377 - 382
(2007/10/02)
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- 1,1-Alkanediol dicarboxylate linked antibacterial agents
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Useful antibacterial agents in which a penicillin and/or a beta-lactamase inhibitor are linked via 1,1-alkanediol dicarboxylates are of the formula STR1 where A is the residue of certain dicarboxyic acids, R3 is H or (C1 -C3), n is zero or 1 such that when n is zero R is P or B and R1 is the residue of certain esters, H or a salt thereof; and when n is 1, one of R and R1 is P and the other is B, and P is STR2 where R2 is H or certain acyl groups, and B is the residue of a beta-lactamase inhibiting carboxylic acid; a method for their use, pharmaceutical compositions thereof and intermediates useful in their production.
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- Process for the preparation of naphthalene-1,4-dicarboxylic acid
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A process for the preparation of naphthalene-1,4-dicarboxylic acid, which comprises reacting 1,4-dihalogenonaphthalene with at least 2 moles of copper-I cyanide per mole of dihalogenonaphthalene in a polar, aprotic solvent and subjecting the copper salt complex of 1,4-dicyanonaphthalene thus obtained to alkaline hydrolysis.
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- Process for the manufacture of 1,4-disubstituted bicyclic or tricyclic compounds and new 1,4-disubstituted bicyclic compounds
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The present invention provides a new process for the manufacture of 1,4-disubstituted bicyclic or tricyclic compounds by reacting a 1,2-bis-cyanomethyl-benzene or 2,3-bis-cyanomethyl-naphthalene with glyoxal in the presence of a base and a solvent as well as new 1,4-disubstituted bicyclic compounds.
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