Potentiality and Synthesis of O- and N-Heterocycles: Pd-Catalyzed Cyclocarbonylative Sonogashira Coupling as a Valuable Route to Phthalans, Isochromans, and Isoindolines
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Title
Potentiality and Synthesis of O- and N-Heterocycles: Pd-Catalyzed Cyclocarbonylative Sonogashira Coupling as a Valuable Route to Phthalans, Isochromans, and Isoindolines
Authors
Keywords
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Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2017, Issue 48, Pages 7204-7221
Publisher
Wiley
Online
2017-10-24
DOI
10.1002/ejoc.201701041
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- Alkaline Earth Catalysis of Alkynyl Alcohol Hydroalkoxylation/Cyclization
- (2012) Christine Brinkmann et al. ORGANOMETALLICS
- Organothorium-Catalyzed Hydroalkoxylation/Cyclization of Alkynyl Alcohols. Scope, Mechanism, and Ancillary Ligand Effects
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- An Acid-Catalysed Hydroamination Approach to Isoindolines
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- Convenient MCRs Synthesis of Trifluoromethylated Pyrano[4,3-b]pyrans and Their Further Transformation
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- Synthesis of an Isoindoline-Annulated, Tricyclic Sultam Library via Microwave-Assisted, Continuous-Flow Organic Synthesis (MACOS)
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- Bioactive polyketides from the sea fan-derived fungus Penicillium citrinum PSU-F51
- (2012) Nanthaphong Khamthong et al. TETRAHEDRON
- Oxidation of benzylic methylenes to ketones with Oxone–KBr in aqueous acetonitrile under transition metal free conditions
- (2012) Lixia Yin et al. TETRAHEDRON LETTERS
- Intramolecular Hydroalkoxylation and Hydroamination of Alkynes Catalyzed by Cu(I) Complexes Supported by N-Heterocyclic Carbene Ligands
- (2012) Mark J. Pouy et al. ACS Catalysis
- Synthesis of a Unique Isoindoline/Tetrahydroisoquinoline-based Tricyclic Sultam Library Utilizing a Heck-aza-Michael Strategy
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- PdII-Catalyzed CH Olefination of N-(2-Pyridyl)sulfonyl Anilines and Arylalkylamines
- (2011) Alfonso García-Rubia et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- 7-Azabicyclo[2.2.1]heptane as a structural motif to block mutagenicity of nitrosamines
- (2011) Tomohiko Ohwada et al. BIOORGANIC & MEDICINAL CHEMISTRY
- The design, synthesis and structure–activity relationships of novel isoindoline-based histone deacetylase inhibitors
- (2011) Michael Shultz et al. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
- 1-Phenyl-6,7-dihydroxy-isochroman suppresses lipopolysaccharide-induced pro-inflammatory mediator production in human monocytes
- (2011) Giuliana Trefiletti et al. BRITISH JOURNAL OF NUTRITION
- Catalyzed Selective Direct α- and γ-Alkylation of Aldehydes with Cyclic Benzyl Ethers by Using T+BF4− in the Presence of an Inexpensive Organic Acid or Anhydride
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- Synthesis of Oxacycles Employing the Oxa-Pictet-Spengler Reaction: Recent Developments and New Prospects
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- 5-Membered N-heterocyclic compounds by dimethyl carbonate chemistry
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- Structure–Activity Relationship Studies on Isoindoline Inhibitors of Dipeptidyl Peptidases 8 and 9 (DPP8, DPP9): Is DPP8-Selectivity an Attainable Goal?
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- Oxidative Arylation of Isochroman
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- Copper(II)-Catalyzed Asymmetric Henry Reaction ofo-Alkynylbenzaldehydes Followed by Gold(I)-Mediated Cycloisomerization: An Enantioselective Route to Chiral 1H-Isochromenes and 1,3-Dihydroisobenzofurans
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- Highly Efficient Syntheses of Azetidines, Pyrrolidines, and Indolines via Palladium Catalyzed Intramolecular Amination of C(sp3)–H and C(sp2)–H Bonds at γ and δ Positions
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- Integrated Catalytic C−H Transformations for One-Pot Synthesis of 1-Arylisoindoles from Isoindolines via Palladium-Catalyzed Dehydrogenation Followed by C−H Arylation
- (2011) Toshimichi Ohmura et al. ORGANIC LETTERS
- A Garratt–Braverman route to aryl naphthalene lignans
- (2011) Sayantan Mondal et al. TETRAHEDRON LETTERS
- Tandem Henry/oxa-Michael route to the 1,3-disubstituted-1,3-dihydrobenzo[c]furan system
- (2011) Frederick A. Luzzio et al. TETRAHEDRON LETTERS
- A simple and efficient large-scale synthesis of 3-hydroxyphthalans via oxa-Pictet–Spengler reaction catalyzed by nanosilica sulfuric acid
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- Diphenylbutylpiperidine-based cell autophagy inducers: Design, synthesis and SAR studies
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- Oxidation and Amination of Benzylic sp3 C–H Bond Catalyzed by Rhenium(V) Complexes
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- Enantioselective Synthesis of Isoindolines: An Organocatalyzed Domino Process Based On the aza-Morita-Baylis-Hillman Reaction
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- Discovery of benzoylisoindolines as a novel class of potent, selective and orally active GlyT1 inhibitors
- (2010) Emmanuel Pinard et al. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
- Isolation and Identification of FR198248, a Hydroxylated 1,3-Dihydroisobenzofuran, fromAspergillus flavipesas an Inhibitor of Peptide Deformylase
- (2010) Yun-Ju KWON et al. BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY
- Synthesis and Biological Properties of New 5-Cyano-1,1-disubstituted Phthalans for the Treatment of Premature Ejaculation
- (2010) BULLETIN OF THE KOREAN CHEMICAL SOCIETY
- Copper-promoted N-cyclopropylation of anilines and amines by cyclopropylboronic acid
- (2010) Sébastien Bénard et al. CHEMICAL COMMUNICATIONS
- Application of an Enyne Metathesis/Diels-Alder Cycloaddition Sequence: A New Versatile Approach to the Syntheses of C-Aryl Glycosides and Spiro-C-Aryl Glycosides
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- Reductive Ring-Opening of Phthalan and Isochroman: Application to the Stereoselective Synthesis of Tetrahydroisoquinolines and Tetrahydrobenzazepines
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- A Simple and Convenient High Yielding Synthesis of Substituted Isoindolines
- (2010) Keith Smith et al. HETEROCYCLES
- Synthesis of Isochromans by Hydriodic Acid or Iodine Mediated Cyclization Reactions of 1-(2-Vinylphenyl)propan-2-ols
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- Functionalised dithiocarbamate complexes: Complexes based on indoline, indole and substituted piperazine backbones – X-ray crystal structure of [Ni(S2CNC3H6C6H4)2]
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- Substituted 4-Carboxymethylpyroglutamic Acid Diamides as Potent and Selective Inhibitors of Fibroblast Activation Protein
- (2010) Ting-Yueh Tsai et al. JOURNAL OF MEDICINAL CHEMISTRY
- Molecular modeling study of isoindolines as L-type Ca2+ channel blockers by docking calculations
- (2010) Teresa Mancilla-Percino et al. JOURNAL OF MOLECULAR MODELING
- A Simple and Mild Synthesis of 1H-Isochromenes and (Z)-1-Alkylidene-1,3-dihydroisobenzofurans by the Iodocyclization of 2-(1-Alkynyl)benzylic Alcohols
- (2010) Raffaella Mancuso et al. JOURNAL OF ORGANIC CHEMISTRY
- Rearrangements and Intramolecular Diels−Alder Reactions of Normal and Vinylogous Aza-Morita−Baylis−Hillman Products Leading to Isoindoline Derivatives
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- Selective Synthesis of Either Isoindole- or Isoindoline-1-carboxylic Acid Esters by Pd(0)-Catalyzed Enolate Arylation
- (2010) Daniel Solé et al. JOURNAL OF ORGANIC CHEMISTRY
- Pd(II)-Catalyzed Hydroxyl-Directed C−H Olefination Enabled by Monoprotected Amino Acid Ligands
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- Formal [2 + 2 + 2] Cycloaddition Strategy Based on an Intramolecular Propargylic Ene Reaction/Diels−Alder Cycloaddition Cascade
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- Enantioselective Total Synthesis of (+)-Salvileucalin B
- (2010) Sergiy Levin et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Rhodium-catalyzed [2+2+2] cycloaddition of various fluorine-containing alkynes—novel synthesis of multi-substituted fluoroalkylated aromatic compounds
- (2010) Tsutomu Konno et al. ORGANIC & BIOMOLECULAR CHEMISTRY
- Tandem Nucleophilic Addition−Intramolecular Aza-Michael Reaction: Facile Synthesis of Chiral Fluorinated Isoindolines
- (2010) Santos Fustero et al. ORGANIC LETTERS
- Bismuth Triflate as a Safe and Readily Handled Source of Triflic Acid: Application to the Oxa–Pictet–Spengler Reaction
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- The isochroman- and 1,3-dihydroisobenzofuran-annulation on carbohydrate templates via [2+2+2]-cyclotrimerization and synthesis of some tricyclic nucleosides
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- Furo[3,2-h]isochroman, furo[3,2-h]isoquinoline, isochroman, phenol, pyranone, and pyrone derivatives from the sea fan-derived fungus Penicillium sp. PSU-F40
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- From domino to multicomponent: synthesis of dihydroisobenzofurans
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- Short synthesis of noscapine, bicuculline, egenine, capnoidine, and corytensine alkaloids through the addition of 1-siloxy-isobenzofurans to imines
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- Regioselective synthesis of phthalans via Cu(OTf)2-catalyzed 5-exo-dig intramolecular hydroalkoxylation of 2-(ethynyl)benzyl alcohols
- (2010) Chandrasekaran Praveen et al. TETRAHEDRON LETTERS
- Stereochemical Control by an Ester Group or Olefin Ligand in Platinum-Catalyzed Carboalkoxylation of 6-(1-Alkoxyethoxy)- hex-2-ynoates
- (2009) Itaru Nakamura et al. ADVANCED SYNTHESIS & CATALYSIS
- Cascade Reactions: Catalytic Synthesis of Functionalized 1,3-Dihydroisobenzofuran and Tetrahydrofuran Derivatives by Sequential Nucleophilic Ring Opening-Heterocyclization- Oxidative Carbonylation of Alkynyloxiranes
- (2009) Nicola Della Ca' et al. ADVANCED SYNTHESIS & CATALYSIS
- Antioxidative activity of the olive oil constituent hydroxy-1-aryl-isochromans in cells and cell-free systems
- (2009) Peter Schönfeld et al. BIOCHIMICA ET BIOPHYSICA ACTA-GENERAL SUBJECTS
- The antitumor effect of bromophenol derivatives in vitro and Leathesia nana extract in vivo
- (2009) Dayong Shi et al. CHINESE JOURNAL OF OCEANOLOGY AND LIMNOLOGY
- Pseudoanguillosporin A and B: Two New Isochromans Isolated from the Endophytic FungusPseudoanguillosporasp.
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- A Facile Synthesis of 1,3-Dihydro- isobenzofurans Using Iodocylization of 2-Vinylbenzyl Alcohols
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- Dihydroxyphenylisoindoline Amides as Orally Bioavailable Inhibitors of the Heat Shock Protein 90 (Hsp90) Molecular Chaperone
- (2009) Pei-Pei Kung et al. JOURNAL OF MEDICINAL CHEMISTRY
- Asymmetric Synthesis of Enantiomerically Pure 2-Substituted Tetrahydro-3-benzazepines and Their Affinity to σ1Receptors
- (2009) Syed Masood Husain et al. JOURNAL OF ORGANIC CHEMISTRY
- Lithiation ofN-Alkyl-(o-tolyl)aziridine: Stereoselective Synthesis of Isochromans§
- (2009) Mariangela Dammacco et al. JOURNAL OF ORGANIC CHEMISTRY
- Oxidative Cleavage of Benzylic and Related Ethers, Using an Oxoammonium Salt
- (2009) Priya P. Pradhan et al. JOURNAL OF ORGANIC CHEMISTRY
- Synthesis of (E)-3-(Isobenzofuran-3(1H)-ylidene)indolin-2-ones by the Palladium-Catalyzed Intramolecular C−H Functionalization Process
- (2009) Peng Peng et al. JOURNAL OF ORGANIC CHEMISTRY
- C−F Bond Cleavage by Intramolecular SN2 Reaction of Alkyl Fluorides with O- and N-Nucleophiles
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- Photochemistry of benzene and quinoxaline fused Δ2-1,2,3-triazolines and their trapping products
- (2009) Yu-Jen Chen et al. TETRAHEDRON
- A synthetic route to 1,3-dihydroisobenzofuran natural products: the synthesis of methyl ethers of pestacin
- (2009) Raju Karmakar et al. TETRAHEDRON LETTERS
- Cross-Dehydrogenative Coupling (CDC): Exploring C−C Bond Formations beyond Functional Group Transformations
- (2008) Chao-Jun Li ACCOUNTS OF CHEMICAL RESEARCH
- Inhibitors of dipeptidyl peptidase 8 and dipeptidyl peptidase 9. Part 2: Isoindoline containing inhibitors
- (2008) Sebastiaan Van Goethem et al. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
- Organocatalytic Approach to Benzofused Nitrogen-Containing Heterocycles: Enantioselective Total Synthesis of (+)-Angustureine
- (2008) Santos Fustero et al. CHEMISTRY-A EUROPEAN JOURNAL
- The Oxa-Pictet–Spengler Reaction: A Highlight on the Different Efficiency between Isochroman and Phthalan or Homoisochroman Derivative Syntheses
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- Gold Catalysis and Chiral Sulfoxides: Enantioselective Synthesis of Dihydroisoindol-4-ols
- (2008) A. Stephen K. Hashmi et al. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
- The Synthesis and Physical Properties of Novel Polyaromatic Profluorescent Isoindoline Nitroxide Probes
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- Tandem Addition/Cyclization Reaction of Organozinc Reagents to 2-Alkynyl Aldehydes: Highly Efficient Regio- and Enantioselective Synthesis of 1,3-Dihydroisobenzofurans and Tetrasubstituted Furans
- (2008) Zhuo Chai et al. JOURNAL OF ORGANIC CHEMISTRY
- Enantioselective Thiourea-Catalyzed Additions to Oxocarbenium Ions
- (2008) Sarah E. Reisman et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Intramolecular Hydroalkoxylation/Cyclization of Alkynyl Alcohols Mediated by Lanthanide Catalysts. Scope and Reaction Mechanism
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- An investigation on dihydroxy-isochromans in extra virgin olive oil
- (2008) Marcella Guiso et al. NATURAL PRODUCT RESEARCH
- A [2 + 2 + 2]-Cycloaddition Approach toward 6-Oxa-allocolchicinoids with Apoptosis-Inducing Activity
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- Hydroxy-1-aryl-isochromans: protective compounds against lipid peroxidation and cellular nitrosative stress
- (2008) Michael Zeh et al. REDOX REPORT
- Regioselective reductive opening of substituted phthalans: synthetic applications
- (2008) Daniel García et al. TETRAHEDRON
- A one-pot tandem oxidation–reduction protocol for the synthesis of cyclic ethers from their diols
- (2008) Biswajit Panda et al. TETRAHEDRON LETTERS
- A very short asymmetric synthesis of enantiomerically pure methyl substituted tetrahydro-3-benzazepines
- (2008) S. Masood Husain et al. TETRAHEDRON-ASYMMETRY
- Synthesis of Multisubstituted 2-(Dihydrofuran-2(3H)-ylidene)acetates via Intramolecular Carboalkoxylation by Platinum−Olefin Catalyst System
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