Developments toward the synthesis and application of 3-hydroxyindanones.

3-Hydroxyindanone is an important scaffold in many natural products, biologically active compounds, and functional materials. This review provides a comprehensive overview of the construction of 3-hydroxyindanone derivatives and their applications towards pharmaceutically promising drug candidates. The total synthesis of the complex natural products containing this simple core is discussed. The highlights of the literature from 1948 to 2015 are comprised.

[1]  Sushobhan Chowdhury,et al.  Chemo- and regio-selective synthesis of hexacyclic indeno-fused coumarins via domino Diels–Alder dimerization/Baeyer–Villiger oxidation , 2016 .

[2]  Sushobhan Chowdhury,et al.  Thionyl chloride mediated dehydroxylation of 3-hydroxyindanones to indenones , 2015 .

[3]  Sushobhan Chowdhury,et al.  Synthesis of 3-hydroxyindanones via potassium salt of amino acid catalyzed regioselective intramolecular aldolization of ortho-diacylbenzenes , 2015 .

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[6]  Jianxian Gong,et al.  Tunable and chemoselective syntheses of dihydroisobenzofurans and indanones via rhodium-catalyzed tandem reactions of 2-triazole-benzaldehydes and 2-triazole-alkylaryl ketones. , 2014, Organic letters.

[7]  Sushobhan Chowdhury,et al.  Iron-Promoted Domino Annulation of α-Enolic Dithioesters with Ninhydrin under Solvent-Free Conditions: Chemoselective Direct Access to Indeno[1,2-b]thiophenes , 2014 .

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[27]  Jianliang Xiao,et al.  Direct synthesis of 1-indanones via Pd-catalyzed olefination and ethylene glycol-promoted aldol-type annulation cascade. , 2011, Organic letters.

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[33]  N. Peet,et al.  Efficient Synthesis of 7-Amino-3-hydroxyindan-1-one , 2009 .

[34]  Rai‐Shung Liu,et al.  Platinum- and gold-catalyzed hydrative carbocyclization of oxo diynes for one-pot synthesis of benzopyrones and bicyclic spiro ketones. , 2008, Organic letters.

[35]  Jie Han,et al.  Synthesis, Crystal Structure, Solid Photochromic Properties and Light-induced Radical Behavior of Bis{3-[alkyl/(p-alkoxyphenyl)]-3-hydroxyindan-1-on-2-ylidene} Derivatives , 2008 .

[36]  T. Roisnel,et al.  Application of the intramolecular isomerisation-aldolisation from allylic alcohols and allylic silyl ethers to the synthesis of indanones and indenones. , 2007, Chemistry.

[37]  Hong Ma,et al.  New photo-responsive unit of biindenylidene with TEMPO radical substituents , 2007 .

[38]  Kazuhiro Matsumoto,et al.  Aerobic oxidative kinetic resolution of racemic alcohols with bidentate ligand-binding Ru(salen) complex as catalyst , 2007 .

[39]  Ying Wang,et al.  Synthesis, crystal structures, and photochromic properties of 6,6′ or 7,7′ or 6,7′-dimethyl-[2,2′-bi-1H-indene]-3,3′-diethyl-3,3′-dihydroxy-1,1′-diones , 2007 .

[40]  Jie Han,et al.  A novel photochromic liquid crystal system based on biindenylidenedione derivatives , 2007 .

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[43]  S. Noji,et al.  Manganese-catalyzed enantioselective oxidation of C–H bonds of alkanes and silyl ethers to optically active ketones , 2005 .

[44]  Jae Nyoung Kim,et al.  Serendipitous one-pot synthesis of brand-new, bowl-shaped molecular architecture from phloroglucinol and ninhydrin , 2005 .

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[46]  Hong Ma,et al.  Synthesis and crystalline state photochromism of 3,3′-diaryl biindenylidenedione derivatives , 2005 .

[47]  A. Pramanik,et al.  6-(α-Hydroxy-α-aryl/naphthyl)methyl-3,4-dihydro-2,5-benzodiazocin-1(2H)-ones and diphenylmethanes from C-2 arylated 1,3-indanediones , 2004 .

[48]  S. Noji,et al.  Manganese-Catalyzed Oxidative Transformation of Silyl Ethers to Ketones: Enantioselective Synthesis of Optically Active β- and γ-Siloxyketones , 2004 .

[49]  M. Krische,et al.  Copper-catalyzed tandem conjugate addition-electrophilic trapping: ketones, esters, and nitriles as terminal electrophiles. , 2004, Journal of the American Chemical Society.

[50]  Keisuke Suzuki,et al.  Structural incongruities of coleophomone natural products: insights by total synthesis of a semi-synthetic derivative , 2003 .

[51]  Jae Nyoung Kim,et al.  Indium Mediated Barbier Reaction of Ninhydrin and Isatin , 2003 .

[52]  R. Larock,et al.  Carbopalladation of nitriles: synthesis of benzocyclic ketones and cyclopentenones via Pd-catalyzed cyclization of omega-(2-iodoaryl)alkanenitriles and related compounds. , 2002, The Journal of organic chemistry.

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[54]  Zhiyi Song,et al.  An unexpected participation of oxygen in a novel synthesis of [2,2′-bi-1H-indene]-3,3′-dialkyl-3,3′-dihydroxy-1,1′-diones , 2002 .

[55]  H. Butenschön,et al.  Tricarbonyl(3‐methoxybenzocyclobutenedione)chromium: Regioselective Nucleophilic Addition Reactions, Dianionic Oxy‐Cope Rearrangements, Regioselective Intramolecular Aldol Additions, and a Rare Case of an Anionic 1‐Vinylcyclobutenol−Cyclohexadienol Rearrangement , 2002 .

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[58]  B. Twamley,et al.  Polyfluoroether derivatives via nucleophilic fluorination of glyoxal hydrates with deoxofluor. , 2002, The Journal of organic chemistry.

[59]  Y. Nagao,et al.  Facile palladium(0)-catalyzed ring expansion reactions of hydroxy methoxyallenyl cyclic compounds via hydropalladation. , 2002, Organic letters.

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