17496-14-9Relevant articles and documents
ULTRASOUND IN ORGANIC SYNTHESIS 15. RADICAL CYCLISATION OF O-ALLYL BENZAMIDES VIA THE SONOCHEMICALLY GENERATED RADICAL ANIONS
Einhorn, Jacques,Einhorn, Cathy,Luche, Jean-Louis
, p. 2183 - 2184 (1988)
By reaction with lithium metal in THF under sonochemical activation, o-allyl tertiary benzamides are easily cyclised to 2-methylindanone.Yields strongly depend on the substitution pattern of the nitrogen atom.
Novel transformation of 2-substituted alkyl 1-indanone-2-acetates to 6-substituted 3,4-benzotropolones through sequential reduction and oxidation processes using Sm(II) and Ce(IV) salts
Iwaya, Kazuki,Tamura, Mutsuko,Nakamura, Momoe,Hasegawa, Eietsu
, p. 9317 - 9320 (2003)
When 2-substituted alkyl 1-indanone-2-acetates 1 were treated with samarium diiodide, 3-substituted 2-hydroxy-2,3-methano-1-oxo-1,2,3,4- tetrahydronaphthalenes 4 were obtained. The reaction is proposed to proceed through a rearrangement initiated by intramolecular ketone-ester coupling. Oxidation of these products 4 or their silyl ethers 13 by ceric(IV) ammonium nitrate involving regioselective bond cleavage of their bicyclo[4.1.0]-rings produced the corresponding benzotropolone derivatives 10.
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Geissmann,Akawie
, p. 1993,1997 (1951)
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Nickel-Catalyzed Domino Heck-Type Reactions Using Methyl Esters as Cross-Coupling Electrophiles
Zheng, Yan-Long,Newman, Stephen G.
, p. 18159 - 18164 (2019/11/13)
While esters are frequently used as traditional electrophiles in substitution chemistry, their application in cross-coupling chemistry is still in its infancy. This work demonstrates that methyl esters can be used as coupling electrophiles in Ni-catalyzed Heck-type reactions through the challenging cleavage of the C(acyl)?O bond under relatively mild reaction conditions at either 80 or 100 °C. With the σ-NiII intermediate generated from the insertion of acyl NiII species into the tethered C=C bond, carbonyl-retentive products were formed by domino Heck/Suzuki–Miyaura coupling and Heck/reduction pathways when organoboron and mild hydride nucleophiles are used.
Design, synthesis and biological evaluation of tetrazole-containing RXRα ligands as anticancer agents
Yan, Zhiqiang,Chong, Shuyi,Lin, Huiyun,Yang, Qian,Wang, Xin,Zhang, Weidong,Zhang, Xiaokun,Zeng, Zhiping,Su, Ying
, p. 562 - 575 (2019/01/10)
Nuclear receptor RXRα plays an important role in many biological and pathological processes. The nongenomic action of RXRα is implicated in many cancers. K-8008, a non-canonical RXRα ligand derived from sulindac, inhibits the TNFα-activated PI3K/AKT pathway by mediating the interaction between a truncated form of RXRα (tRXRα) and the p85α regulatory subunit of PI3K and exerts potent anticancer activity in animal model. Herein we report our studies of a novel series of K-8008 analogs as potential anticancer agents targeting RXRα. Two compounds 8b and 18a were identified to have slightly stronger binding to RXRα and improved apoptotic activities in breast cancer cells.
