C–H Amination Enabled [2+1+1+1] Annulation Reaction in Water: Access to Benzoxazoles

[1]  Kaixian Chen,et al.  A combination of heterogeneous catalysis and photocatalysis for the olefination of quinoxalin-2(1H)-ones with ketones in water: a green and efficient route to (Z)-enaminones , 2021 .

[2]  Yong‐Min Liang,et al.  Palladium-Catalyzed Amination/Dearomatization Reaction of Indoles and Benzofurans. , 2020, The Journal of organic chemistry.

[3]  M. Sanford,et al.  C-H Amination of Arenes with Hydroxylamine. , 2020, Organic letters.

[4]  N. Panda,et al.  Access to C4-arylated benzoxazoles from 2-amidophenol through C-H activation. , 2020, Organic & biomolecular chemistry.

[5]  M. Baik,et al.  The Mechanism of Rhodium Catalyzed Allylic C-H Amination. , 2019, Journal of the American Chemical Society.

[6]  S. Buchwald,et al.  Biaryl Monophosphine Ligands in Palladium-Catalyzed C-N Coupling: An Updated User's Guide. , 2019, Tetrahedron.

[7]  Gui-Fa Su,et al.  Nickel(II)-Catalyzed [5+1] Annulation of 2-Carbonyl-1-propargylindoles with Hydroxylamine to Synthesize Pyrazino[1,2-a]indole-2-Oxides in Water. , 2019, The Journal of organic chemistry.

[8]  Angel H. Romero.  Fused Heteroaromatic Rings via Metal-Mediated/Catalyzed Intramolecular C–H Activation: A Comprehensive Review , 2019, Topics in Current Chemistry.

[9]  N. Panda,et al.  Synthesis of 4‐Alkenyl Benzoxazoles via Pd‐catalyzed ortho C−H Functionalization of 2‐Amidophenols , 2019, Advanced Synthesis & Catalysis.

[10]  T. Ritter,et al.  Aromatic C–H amination in hexafluoroisopropanol† †Electronic supplementary information (ESI) available: Detailed experimental procedures and spectroscopic characterization for all new compounds. CCDC 1545194. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c8sc04 , 2019, Chemical science.

[11]  Peng‐Fei Xu,et al.  Chiral Lewis acids integrated with single-walled carbon nanotubes for asymmetric catalysis in water , 2018, Science.

[12]  Huanfeng Jiang,et al.  Two C-O Bond Formations on a Carbenic Carbon: Palladium-Catalyzed Coupling of N-Tosylhydrazones and Benzo-1,2-quinones To Construct Benzodioxoles. , 2018, Organic letters.

[13]  Jue Hu,et al.  A base-free, ultrasound accelerated one-pot synthesis of 2-sulfonylquinolines in water , 2017 .

[14]  Jiabin Shen,et al.  Nickel(II)-Catalyzed Site-Selective C-H Bond Trifluoromethylation of Arylamine in Water through a Coordinating Activation Strategy. , 2017, Organic letters.

[15]  Chantal Carayon,et al.  2-Phenylbenzoxazole derivatives: a family of robust emitters of solid-state fluorescence , 2017, Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology.

[16]  S. Yin,et al.  Selective Aerobic C-H Amination of Phenols with Primary Amines over Copper toward Benzoxazoles. , 2017, Organic letters.

[17]  K. Esguerra,et al.  Unified Synthesis of 1,2-Oxy-aminoarenes via a Bio-inspired Phenol-Amine Coupling , 2017 .

[18]  Yuchao Zhu,et al.  Fe-Catalyzed Amination of (Hetero)Arenes with a Redox-Active Aminating Reagent under Mild Conditions. , 2017, Chemistry.

[19]  Sukbok Chang,et al.  Transition Metal-Catalyzed C-H Amination: Scope, Mechanism, and Applications. , 2017, Chemical reviews.

[20]  R. Rodrigues,et al.  Transition metal-catalyzed iodine(iii)-mediated nitrene transfer reactions: efficient tools for challenging syntheses. , 2017, Chemical communications.

[21]  Zhiyong Wang,et al.  Copper-catalyzed S -methylation of sulfonyl hydrazides with TBHP for the synthesis of methyl sulfones in water , 2017 .

[22]  B. Morandi,et al.  Direct and Practical Synthesis of Primary Anilines through Iron-Catalyzed C–H Bond Amination , 2016 .

[23]  A. Ramazani,et al.  A Three-Component Reaction for the Synthesis of 1-Azabicyclo[3.1.0]hexane-3-enes. , 2016, Organic letters.

[24]  S. Bull,et al.  Aza-Conjugate Addition Methodology for the Synthesis of N-Hydroxy-isoindolin-1-ones. , 2016, Organic letters.

[25]  Xingwei Li,et al.  Rhodium(III)‐Catalyzed Amidation of Unactivated C(sp3)—H Bonds. , 2016 .

[26]  Yong Wang,et al.  Ligand-promoted, copper nanoparticles catalyzed one-pot synthesis of substituted benzoxazoles from 2-bromoanilines and acyl chlorides , 2015 .

[27]  Yongseok Choi,et al.  Recent Advances in the Development of Pharmacologically Active Compounds that Contain a Benzoxazole Scaffold , 2015 .

[28]  Xingwei Li,et al.  Rhodium(III)-Catalyzed Amidation of Unactivated C(sp(3) )-H Bonds. , 2015, Angewandte Chemie.

[29]  S. Yin,et al.  Copper‐Catalyzed Aerobic Oxidative C(aryl)OH Bond Functionalization of Catechols with Amines Affording Benzoxazoles , 2015 .

[30]  Jianping Liu,et al.  Unexpectedly Simple Synthesis of Benzazoles by tBuONa-Catalyzed Direct Aerobic Oxidative Cyclocondensation of o-Thio/Hydroxy/Aminoanilines with Alcohols under Air. , 2015, Chemistry.

[31]  M. Brimble,et al.  C-H functionalization in the synthesis of amino acids and peptides. , 2014, Chemical reviews.

[32]  V. Gevorgyan,et al.  C-H activation: the road less travelled to amination. , 2014, Nature chemistry.

[33]  Xuefeng Guo,et al.  Gold nanoparticles supported on titanium dioxide: an efficient catalyst for highly selective synthesis of benzoxazoles and benzimidazoles. , 2014, Chemical communications.

[34]  A. Khalafi‐Nezhad,et al.  Ruthenium-Catalyzed Synthesis of Benzoxazoles Using Acceptorless Dehydrogenative Coupling Reaction of Primary Alcohols with 2-Aminophenol under Heterogeneous Conditions , 2014 .

[35]  Sukbok Chang,et al.  Iridium-catalyzed intermolecular amidation of sp³ C-H bonds: late-stage functionalization of an unactivated methyl group. , 2014, Journal of the American Chemical Society.

[36]  U. Banerjee,et al.  2-(2-Arylphenyl)benzoxazole As a Novel Anti-Inflammatory Scaffold: Synthesis and Biological Evaluation. , 2014, ACS medicinal chemistry letters.

[37]  H. Togo,et al.  Preparation of 3,5-disubstituted pyrazoles and isoxazoles from terminal alkynes, aldehydes, hydrazines, and hydroxylamine. , 2014, The Journal of organic chemistry.

[38]  Yongping Liang,et al.  Copper-catalyzed trifluoromethylation of N-arylacrylamides "on water" at room temperature. , 2014, Chemical communications.

[39]  A. Dhakshinamoorthy,et al.  A green route for the synthesis of 2-substituted benzoxazole derivatives catalyzed by Al3+-exchanged K10 clay , 2013 .

[40]  B. Martin,et al.  A multistep flow process for the synthesis of highly functionalized benzoxazoles. , 2013, Organic letters.

[41]  B. Li,et al.  sp2 C-H bond activation in water and catalytic cross-coupling reactions. , 2013, Chemical Society reviews.

[42]  W. Frey,et al.  Reaction of 1-nitroso-2-naphthols with α-functionalized ketones and related compounds: the unexpected formation of decarbonylated 2-substituted naphtho[1,2-d][1,3]oxazoles. , 2013, The Journal of organic chemistry.

[43]  B. Trofimov,et al.  A one-pot approach to Δ2-isoxazolines from ketones and arylacetylenes. , 2013, Organic letters.

[44]  Liyao Zheng,et al.  Synthesis of isoquinolines and heterocycle-fused pyridines via three-component cascade reaction of aryl ketones, hydroxylamine, and alkynes. , 2012, The Journal of organic chemistry.

[45]  Yunfeng Liao,et al.  Iron-catalyzed 2-arylbenzoxazole formation from o-nitrophenols and benzylic alcohols. , 2012, Organic letters.

[46]  Xiaoqiang Yu,et al.  Synthesis of 3,5-disubstituted isoxazoles via Cope-type hydroamination of 1,3-dialkynes. , 2012, Organic letters.

[47]  P. Baran,et al.  Intermolecular Ritter-type C-H amination of unactivated sp3 carbons. , 2012, Journal of the American Chemical Society.

[48]  Jiming Yang,et al.  Regioselective synthesis of 3-arylamino- and 5-arylaminoisoxazoles from enaminones. , 2012, Organic letters.

[49]  Sukbok Chang,et al.  Intermolecular oxidative C-N bond formation under metal-free conditions: control of chemoselectivity between aryl sp2 and benzylic sp3 C-H bond imidation. , 2011, Journal of the American Chemical Society.

[50]  S. Buchwald,et al.  Palladium(0)-catalyzed intermolecular amination of unactivated C(sp³)-H bonds. , 2011, Angewandte Chemie.

[51]  P. Clemons,et al.  Route to three-dimensional fragments using diversity-oriented synthesis , 2011, Proceedings of the National Academy of Sciences.

[52]  P. Saha,et al.  Cobalt-catalyzed intramolecular C-N and C-O cross-coupling reactions: synthesis of benzimidazoles and benzoxazoles. , 2010, Organic & biomolecular chemistry.

[53]  T. Driver.  Recent advances in transition metal-catalyzed N-atom transfer reactions of azides. , 2010, Organic & biomolecular chemistry.

[54]  H. Fukuoka,et al.  Mechanofluorochromism of a Series of Benzofuro[2,3-c]oxazolo[4,5-a]carbazole-Type Fluorescent Dyes , 2009 .

[55]  Ming Zhang.  Construction of Heterocycle Scaffolds via Transition Metal‐ Catalyzed sp2 C ? H Functionalization , 2009 .

[56]  H. Nagasawa,et al.  Copper-catalyzed synthesis of benzoxazoles via a regioselective C-H functionalization/C-O bond formation under an air atmosphere. , 2009, The Journal of organic chemistry.

[57]  Arani Chanda,et al.  Organic synthesis "on water". , 2009, Chemical reviews.

[58]  Wei Zhang,et al.  Efficient aerobic oxidative synthesis of 2-substituted benzoxazoles, benzothiazoles, and benzimidazoles catalyzed by 4-methoxy-TEMPO. , 2008, Angewandte Chemie.

[59]  H. Nagasawa,et al.  Synthesis of 2-arylbenzoxazoles by copper-catalyzed intramolecular oxidative C-O coupling of benzanilides. , 2008, Angewandte Chemie.

[60]  E. Stone,et al.  Synthesis and biological properties of benzothiazole, benzoxazole, and chromen-4-one analogues of the potent antitumor agent 2-(3,4-dimethoxyphenyl)-5-fluorobenzothiazole (PMX 610, NSC 721648). , 2008, Journal of medicinal chemistry.

[61]  M. White,et al.  Catalytic intermolecular linear allylic C-H amination via heterobimetallic catalysis. , 2008, Journal of the American Chemical Society.

[62]  Zigang Li,et al.  Silver-catalyzed intermolecular amination of C--H groups. , 2007, Angewandte Chemie.

[63]  D. Bryant,et al.  Prokaryotic photosynthesis and phototrophy illuminated. , 2006, Trends in microbiology.

[64]  Johann Hofmann,et al.  Synthesis, structure-activity relationships, and antitumor studies of 2-benzoxazolyl hydrazones derived from alpha-(N)-acyl heteroaromatics. , 2006, Journal of medicinal chemistry.

[65]  C. Che,et al.  Intermolecular amidation of unactivated sp2 and sp2 C-H bonds via palladium-catalyzed cascade C-H activation/nitrene insertion. , 2006, Journal of the American Chemical Society.

[66]  R. Batey,et al.  Parallel synthesis of a library of benzoxazoles and benzothiazoles using ligand-accelerated copper-catalyzed cyclizations of ortho-halobenzanilides. , 2006, The Journal of organic chemistry.

[67]  M. Don,et al.  Nitrogen-containing compounds from Salvia miltiorrhiza. , 2005, Journal of natural products.

[68]  M. Hillmyer,et al.  Post-polymerization functionalization of polyolefins. , 2005, Chemical Society reviews.

[69]  M. Hayashi,et al.  Direct and practical synthesis of 2-arylbenzoxazoles promoted by activated carbon. , 2003, Organic letters.

[70]  C. Cho,et al.  Tin(II) chloride‐mediated synthesis of 2‐substituted benzoxazoles , 2002 .

[71]  E. Knaus,et al.  Design and synthesis of celecoxib and rofecoxib analogues as selective cyclooxygenase-2 (COX-2) inhibitors: replacement of sulfonamide and methylsulfonyl pharmacophores by an azido bioisostere. , 2001, Journal of medicinal chemistry.

[72]  Abimael D Rodríguez,et al.  Novel antimycobacterial benzoxazole alkaloids, from the west Indian Sea whip Pseudopterogorgia elisabethae. , 1999, Organic letters.

[73]  K. Sun,et al.  Recent advances in visible-light-mediated organic transformations in water , 2021, Green Chemistry.

[74]  G. Plosker,et al.  Rizatriptan , 2012, Drugs.