OXIDATIVE REARRANGEMENT OF 4 Н -CHROMENES TO 2-AROYLBENZOFURANS IN THE PRESENCE OF SELENIUM DIOXIDE
Sign Up to like & getrecommendations! Published in 2017 at "Chemistry of Heterocyclic Compounds"
DOI: 10.1007/4001
Abstract: Предложен новый метод получения 2-ароилбензофуранов и 2-ароилнафто[2,1- b ]фуранов через окислительную перегруппировку 2,4-диарил-4 Н -хроменов и 1,3-диарил-1 Н -бензо[ f ]хроменов под действием диоксида селена. read more here.
Keywords: chromenes aroylbenzofurans; selenium dioxide; rearrangement chromenes; presence selenium ... See more keywords
Intramolecular oxidative rearrangement: I2/TBHP/DMSO-mediated metal free facile access to quinoxalinone derivatives
Sign Up to like & getrecommendations! Published in 2021 at "Tetrahedron Letters"
DOI: 10.1016/j.tetlet.2021.153268
Abstract: Abstract Iodine/TBHP/DMSO mediated oxidative rearrangement of 3-styrylquinoxalin-2(1H)-one led to the formation of 3-aroylquinoxalin-2(1H)-ones in good to high yields via Kornblum oxidation. This methodology proceeds under mild conditions via oxidative aryl migration, followed by C C… read more here.
Keywords: tbhp dmso; dmso mediated; oxidative rearrangement;
Mechanistic Insights into the Oxidative Rearrangement Catalyzed by the Unprecedented Dioxygenase ChaP Involved in Chartreusin Biosynthesis.
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DOI: 10.1021/acs.inorgchem.0c01706
Abstract: ChaP is a non-heme iron-dependent dioxygenase belonging to the vicinal oxygen chelate (VOC) enzyme superfamily that catalyzes the final α-pyrone ring formation in the biosynthesis of chartreusin. In contrast to other common dioxygenases, for example,… read more here.
Keywords: chap; oxidative rearrangement; iron; dioxygenase ... See more keywords
Molecular Basis for the Final Oxidative Rearrangement Steps in Chartreusin Biosynthesis.
Sign Up to like & getrecommendations! Published in 2018 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.8b06623
Abstract: Oxidative rearrangements play key roles in introducing structural complexity and biological activities of natural products biosynthesized by type II polyketide synthases (PKSs). Chartreusin (1) is a potent antitumor polyketide that contains a unique rearranged pentacyclic… read more here.
Keywords: biosynthesis; molecular basis; oxidative rearrangement; basis final ... See more keywords
Bifunctional thiosquaramide catalyzed asymmetric reduction of dihydro-β-carbolines and enantioselective synthesis of (−)-coerulescine and (−)-horsfiline by oxidative rearrangement
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DOI: 10.1039/d0ra07705d
Abstract: A simple and efficient asymmetric synthesis of THBCs through a chiral thiosquaramide11bcatalyzed imine reduction of dihydro-β-carbolines (17a−f) and syntheses of (−)-coerulescine and (–)-horsfilineviaenantioselective oxidative rearrangement. read more here.
Keywords: reduction dihydro; synthesis; dihydro carbolines; oxidative rearrangement ... See more keywords
Electrochemical oxidative rearrangement of tetrahydro-β-carbolines in a zero-gap flow cell
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DOI: 10.1039/d2sc03951f
Abstract: Oxidative rearrangement of tetrahydro-β-carbolines (THβCs) is one of the most efficient methods for the synthesis of biologically active spirooxindoles, including natural products and drug molecules. Here, we report the first electrochemical approach to achieve this… read more here.
Keywords: oxidative rearrangement; flow; tetrahydro carbolines; rearrangement tetrahydro ... See more keywords
Oxidative Rearrangement via 1,2-Aryl Migration using Hydroxy(tosyloxy)iodobenzene in a Polar Aprotic Solvent
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DOI: 10.1055/s-0040-1708010
Abstract: A series of geminal β,β-ditosyloxy ketones were synthesized in moderate to good yields through hydroxy(tosyloxy)iodobenzene-mediated ditosyloxylation of readily accessible α,β-unsaturated ketones in a polar aprotic solvent. A mechanism has been proposed for the synthesis of… read more here.
Keywords: aprotic solvent; hydroxy tosyloxy; polar aprotic; tosyloxy iodobenzene ... See more keywords
Methanol-Driven Oxidative Rearrangement of Biogenic Furans – Enzyme Cascades vs. Photobiocatalysis
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DOI: 10.3389/fchem.2021.635883
Abstract: The oxidative ring expansion of bio-derived furfuryl alcohols to densely functionalized six-membered O-heterocycles represents an attractive strategy in the growing network of valorization routes to synthetic building blocks out of the lignocellulosic biorefinery feed. In… read more here.
Keywords: driven oxidative; biogenic furans; methanol driven; rearrangement biogenic ... See more keywords