121668-46-0Relevant academic research and scientific papers
A colored dendrimer as a new soluble support in organic synthesis. Part 1: Suzuki reaction
Zhang, Jidong,Aszodi, Jozsef,Chartier, Céline,L'Hermite, Nathalie,Weston, John
, p. 6683 - 6686 (2001)
A new strategy using a colored dendrimer as visible soluble support for organic synthesis has been developed. The efficiency of this new system has been demonstrated by the use of DRHMPA9-CH2OH as the support in a Suzuki coupling reaction. Due to the visibility of the support, following of the reaction has been rendered easier and the purification time of the crude product has been considerably shortened.
Design and chemical synthesis of root gravitropism inhibitors: Bridged analogues of ku-76 have more potent activity
Fujii, Yoshiharu,Iwata, Takayuki,Kano, Arihiro,Kodama, Kozue,Makigawa, Saki,Matsumoto, Kenji,Morita, Miyo Terao,Shindo, Mitsuru,Sugiyama, Hiromi,Wasano, Naoya
, (2020/09/09)
Previously, we found (2Z,4E)-5-phenylpenta-2,4-dienoic acid (ku-76) to be a selective inhibitor of root gravitropic bending of lettuce radicles at 5 μM, with no concomitant growth inhibition, and revealed the structure–activity relationship in this inhibitory activity. The conformation of ku-76 is flexible owing to the open-chain structure of pentan-2,4-dienoic acid with freely rotating single bonds, and the (2Z)-alkene moiety may be isomerized by external factors. To develop more potent inhibitors and obtain insight into the target biomolecules, various analogues of ku-76, fixed through conformation and/or configuration, were synthesized and evaluated. Stereochemical fixation was effective in improving the potency of gravitropic bending inhibition. Finally, we found highly potent conformational and/or configurational analogues (ku-257, ku-294 and ku-308), that did not inhibit root growth. The inhibition of root curvature by these analogues was comparable to that of naptalam.
C-H/C-H rhodium catalysis -based high-efficiency oxidation coupling reaction of preparing double-hetero aromatic ring and pyronone/cyclopentanone derivatives method
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Paragraph 0017-0018, (2017/04/20)
The invention relates to a method for efficiently preparing a di(hetero)arylbenzopyrone/cyclopentanone derivative through a rhodium catalysis-based C-H/C-H oxidation coupling reaction. The method comprises the following steps: 1, carrying out direct cross coupling on the C-H bond at the ortho position of the carboxyl group of a raw material (hetero)aryl carboxylic acid derivative and the C-H bond of a heteroarene derivative under the catalysis of rhodium to obtain an intermediate (orthoheteroaryl(hetero) aryl carboxylic acid derivative); and 2, carrying out an intramolecular acylation or esterification reaction to obtain the (hetero) arylbenzopyrone/cyclopentanone derivative. Compared with traditional methods, the preparation method provided by the invention has the advantages of concise synthesis steps, mild conditions, high synthesis yield, and cheap and easily available raw materials.
The synthesis of benzofuroquinolines. IX. A benzofuroisoquinolinone and a benzofuroisocoumarin
Yamaguchi,Uchiuzoh,Sanada
, p. 419 - 423 (2007/10/02)
Some procedures for a benzofuroisoquinolinone 1 were studied. Its O-analogous benzofuroisocoumarin 2 was synthesized from methyl salicylate with diethyl α-bromohomophthalate (9). And, the benzofuroisoquinolinone 1 was obtained by treating 2 with ammonia gas in a sealed tube.
Synthetic Routes to 2-(2-Benzofuranyl)benzoic Acids and their Cyclization into Benzindenofuran-10-ones
Guillaumel, Jean,Boccara, Nicole,Demerseman, Pierre
, p. 1047 - 1051 (2007/10/02)
The benzindenofuran-10-ones 1 were prepared by the intramolecular cyclization of the 2-(2-benzofuranyl)benzoic acids, 2, the unequivocal routes to which are described herein.Various synthetic methods to these acids were tested, as well as the methods to cyclize them.
A New Alkaline Rearrangement of the Benzofuran Skeleton. One Step Transformation of 2-(2-Benzofuranyl)benzonitriles Into (Z)-Phenylmethyleneisoindolinones
Guillaumel, J.,Boccara, N.,Demerseman, P.,Royer, R.,Bideau, J. P.,et al.
, p. 605 - 614 (2007/10/02)
The alkaline hydrolysis of 2-(2-benzofuranyl)benzonitriles 2 by potassium hydroxide under reflux in ethanol stops at the corresponding amides 5.Using other solvents (ethylene glycol or methoxyethanol) at higher temperatures, one can obtain either the amides 5, the acids 1 or rearrangement products depending on the experimental conditions.The rearrangement products were identified as (Z)-phenylmethylenedihydroisoindolinones 6 resulting from opening of the furan ring.The structures of the compounds 6 were established by 1H nmr spectroscopy (nOe) and X-ray crystallography.
An Unexpected Rearrangement of 2-(2-Benzofuranyl)-benzonitriles: a New Route to Phenylmethylene-dihydro-isoindolinones
Guillaumel, Jean,Boccara, Nicole,Demerseman, Pierre,Royer, Rene
, p. 1604 - 1605 (2007/10/02)
Depending on the solvent used, the alkaline hydrolysis of 2-(2-benzofuranyl)-benzonitriles leads to the expected amide or acid, or to isoindolinones by rearrangement.
