Advances in synthetic organic chemistry and methods reported in US patents

Advances in Synthetic Organic Chemistry and Methods Reported in US Patents provides synthetic guidelines for preparing current and commercially significant organic compounds, derivatives, and intermediates as reported in issued US Patents. Industries surveyed include agrochemical, cosmetics and personal care products. Each entry contains extensive information such as explicit laboratory directions for preparing all chemical intermediates and characterization data. Furthermore, product optimization studies, industrial preparation, and new synthetic methods have been included for selected entries, as well as projected research directions for future product development. In Advances in Synthetic Organic Chemistry and Methods Reported in US Patents the author's practical approach enables readers to identify research and market trends, and stay up-to-date on current developments in the field.

Introduction	p. xvii
Acids and Derivatives	p. 1
Aromatic Carboxylic Acid Derivatives	p. 1
Azinyloxy, and Phenoxy-Diaryl-Carboxylic Acid Derivatives, Their Preparation and Use as Mixed ETA/ETB Endothelin Receptor Antagonists	p. 5
Cinnamic Acid Derivatives	p. 8
Compounds Derived from Benzoic Acid Esters, Composition Containing Said Compounds and Use Thereof	p. 12
1,2-Diarylmethylene Derivatives, Their Methods of Preparation, and Their Uses in Therapeutics	p. 14
Geranic Acid Derivatives	p. 18
Halogenated Cinnamic Acids and Esters Thereof, Processes for the Preparation Thereof and Halogenated Aryldiazonium Salts	p. 20
Halogenation Catalyst	p. 22
Method for Producing Alkoxy Malonic Acid Dinitriles	p. 24
Phosphonosuccinic Acid Derivatives, Processes for Their Preparation and Medicaments Containing These Compounds	p. 26
Preparation of Cyclohexane Carboxylate Derivatives	p. 28
Water Soluble Fullerenes with Antiviral Activity	p. 33
Alcohols	p. 36
Butyne Diol Derivatives	p. 36
1,2-Dithin Antiinfective Agents	p. 41
Oligiocycloalkanoid Compounds and Methods of Use	p. 44
Polymers with Controlled Physical State and Bioerodibility	p. 48
4-Quinolinemethanol Derivatives as Purine Receptor Antagonists	p. 50
Synthesis of 5-Decenyl Acetate and Other Pheromone Components	p. 53
Aldols	p. 55
Stereospecific Synthesis of Aldols	p. 55
Aldehydes	p. 58
Process for Selective Catalytic Oxidation of Olefins to Aldehydes, Ketones with Cleavage of C=C Bonds	p. 58
Alkenes	p. 60
Carbonyl-Containing Compounds	p. 60
Alkynes	p. 62
Diaryl-enynes	p. 62
DNA-Cleaving Anti-Tumor Agents	p. 66
Amides	p. 70
Adamantane Derivatives	p. 70
o-Anisamide Derivatives	p. 73
Benzamide Analogues Useful as PARP (ADP-Ribosyltransferase, ADPRT) DNA Repair Enzyme Inhibitors	p. 76
Carboxamide Compositions, Methods, and Compositions for Inhibiting PARP Activity	p. 79
Heterocyclic Amides	p. 82
Phosphoramide Compounds	p. 87
Amines	p. 90
Aminophenyl Ketones Derivatives and a Method for the Preparation Thereof	p. 90
Arylamine Synthesis	p. 94
Fungicidal Spirocyclic Amines	p. 97
Method for Producing Propargylamine Compounds	p. 101
One Pot Process for the Preparation of 1-[2-Methylamino-(4-Methoxyphenyl)-Ethyl]Cyclohexanol	p. 104
Organic Electroluminescence Device and Phenylenediamine Derivative	p. 106
Process for Preparing N-Substituted Hydroxylamines and Salts Thereof	p. 110
Sodium Channel Modulators	p. 112
Substituted 2-Aminoalkyl 1,4-Diaminobenzene Compounds and Oxidation Dye Precursor Containing the Same	p. 115
Aminoacids	p. 117
Aminoindanes	p. 117
Aminopropylphosphinic Acids	p. 120
Cyclic Aminoacids and Derivatives Thereof Useful as Pharmaceutical Agents	p. 122
Isocyanoalkyl, Carbonic Acid Derivatives, Their Conversion into Secondary Amidoalkyl Carbonic Acid Derivatives by Isocyanide Multicomponent Reactions, as well as these Secondary Amidoalkyl Carbonic Acid Derivatives	p. 125
Spirodiamino Acid Scaffold for Combinatorial Synthesis	p. 128
Anthracenones	p. 132
10-Substituted 1,8-Dihydroxy-9(10H) Anthracenone Pharmaceuticals	p. 132
Aza and Diaza Bi- and Tricyclics	p. 136
Bi- and Tri-Cyclic Aza Compounds and Their Uses	p. 136
Certain Tricyclic Substituted Diazabicyclo[3.2.1]octane Derivatives	p. 141
Dopamine Transporter Imaging Agent	p. 144
N-Alkyl and N-Acyl Derivatives of 3,7-Diazabicyclo-[3.3.1] Nonanes and Selected Salts Thereof as Multiclass Antirrhythmic Agents	p. 147
Process for the Manufacture of Tropenol	p. 150
Aza Benzazolium Salts	p. 153
Aza-Benzazolium Containing Cyanine Dyes	p. 153
Aza-Dihydroquinoxaline	p. 156
8-Aza, 6-Aza and 6,8-Diazo-1,4-dihydroquinoxaline-2,3-diones and the Use Thereof as Antagonists for the Glycine/NMDA Receptor	p. 156
Aza-Indolyls	p. 159
Aza-Indolyl Derivatives for Treating Obesity	p. 159
Aza-Oxindoles	p. 162
Substituted Aza-Oxindole Derivatives	p. 162
Azides	p. 165
Stereoselective Ring Opening Reactions	p. 165
Aziridines/Diazirines	p. 170
Diazirine Derivatives of Aromatic Heterocyclic Compounds	p. 170
Preparation of N-Arylmethyl Aziridine Derivatives 1,4,7,10-Tetraazacyclododecane Derivatives Obtained Therefrom and N-Arylethyl-ethanolamine Sulfonate Esters as Intermediates	p. 173
Process for Producing Aziridine Compounds	p. 176
Benzodiazopines	p. 178
Benzodiazepines	p. 178
Benzoxazoles	p. 182
Benzoxazoles	p. 182
Benzopyrans	p. 186
Benzopyran Derivatives	p. 186
Benzothiophenes	p. 190
Pentacyclic Compounds, Intermediates, Processes, Compositions, and Methods	p. 190
Benzotriazole	p. 195
Method of Synthesizing t-Amido-Substituted 2-(2-Hydroxyphenyl)benzotriazole Compounds in a One-Step Process	p. 195
Carbamates/Ureas	p. 199
Herbicidal Sulfonylureas, Their Preparation and Use	p. 199
Process for the Preparation of Aminocarbonyl Derivatives of Geneseroline Having Selective Brain Anticholinesterase Activity	p. 202
Catalysis	p. 205
Highly Reactive Form of Copper and Reagents Thereof	p. 205
Lewis Acid Catalyst Composition	p. 208
Cumulenes	p. 211
Aromatic Allene Compounds of the Formula (CH[subscript 2] = CH-O)[subscript n]-R-(A)[subscript m] in Which R is an Aromatic Group and Preparation Thereof	p. 211
Preparation of Unsaturated Ketones	p. 214
(S)-4-Amino-Hepta-5,6-Dienoic Acid and Intermediates Thereof	p. 217
Cyanohydrins	p. 220
Method for the Stereoselective Production of Substituted Cyclohexylanhydrins	p. 220
Cyclodextrane/Dextrane	p. 223
Conjugation of Biomolecules Using Diels-Adler Cycloaddition	p. 223
Nohr-McDonald Elimination Reaction	p. 227
Cyclopentadiene	p. 230
Cyclopentadienyl Derivatives and Process for Their Preparation	p. 230
Cyclopropanes	p. 233
Aryl Phenylcyclopropyl Sulfide Derivatives and Their Use as Cell Adhesion Inhibiting Anti-Inflammatory and Immune Suppressive Agents	p. 233
Cyclic Compounds Having a Cycloalkylene Chain	p. 236
2-Hydroxymethylcyclopropylidene-Methylpurines and -Pyrimidines as Antiviral Agents	p. 240
Process of Producing Cyclopropanecarboxylate Compounds	p. 245
Process for the Preparation of Methylenecyclopropane	p. 247
Synthesis of Cyclopropaneacetylene by a One Pot Process	p. 249
Dentrimer	p. 251
Dentrimeric Fullerene Derivatives, Process for Their Preparation, and Use as Neurprotectants	p. 251
Starburst Conjugates	p. 255
Enamines	p. 258
Use of Enamines as Light Protection Agents	p. 258
Enaminones	p. 261
Phenyl-Substituted Cyclic Enaminones	p. 261
Ethers	p. 265
Diaryl Ether Condensation Reactions	p. 265
Preparation and Use of Ionic Liquids in Microwave-Assisted Chemical Transformations	p. 268
Wurster's Crown Ligands	p. 270
Formazan	p. 272
Formazan Metal Complexes	p. 272
Furazancarboxylic Acid Derivatives	p. 275
Hydroxymethylfurazancarboxylic acid derivatives	p. 275
Furanones	p. 278
Furanone Derivatives	p. 278
Guanidines	p. 280
Cyclic Guanidine Derivatives and Their Use as Pesticides	p. 280
Guanines	p. 283
Substituted O[superscript 6]-Benzyl-8-Aza-Guanines	p. 283
Hydrazine	p. 286
Diacylhydrazine Derivatives	p. 286
Method for Synthesizing Hydrazodicarbonamide	p. 290
Imidazole	p. 292
Method for Preparing Cycloheptimidazoles	p. 292
Substituted Imidazole Compounds	p. 295
Imidazolidine	p. 299
Cis-Imidazolines	p. 299
Spiroimidazolidine Derivatives, Their Preparation, Their use and Pharmaceutical Preparations Formed Therefrom	p. 302
Imidazolone	p. 307
Fungicidal 2-Imidazolin-5-ones and Imidazoline-5-thiones	p. 307
Imidazoltriazionones	p. 311
2-Phenyl Substituted Imidazotriazinones as Phosphodiesterase Inhibitors	p. 311
Imide Derivatives	p. 315
Photocleavable Agents and Conjugates for the Detection and Isolation of Biomolecules	p. 315
Process for the Preparation of Alkyl 4[2-(Phthalimido)ethoxy]-Acetoacetate	p. 320
Iminocarboxylic Acid Methyl Amides	p. 322
Preparation of [alpha]-Methoxyiminocarboxylic Acid Methylamides and Intermediates Therefore	p. 322
Indoles	p. 326
Process for the Preparation of Indole Derivatives and Intermediates of the Process	p. 326
Synthetic Compounds for Treatment of Inflammation	p. 331
Tetrahydro-[beta]-Carbolines	p. 333
Indoline	p. 337
Amination Process	p. 337
Isocoumarins	p. 341
Process for Preparing Isocoumarins	p. 341
Isoxazolines	p. 345
Method for Producing Isoxazoline-3-yl-acyl Benzene	p. 345
Ketones	p. 349
Acetoacetic Acid Derivatives, Process for Their Preparation and Their Use	p. 349
Methods for Making Substituted Phenylketoenols	p. 352
Process for Preparing 3-Hydroxymethyl-4-(Aryl or Heterocyclic)-Cyclopentanones	p. 355
Process for Preparing Trifluoromethyl Ketones	p. 360
Process for the Preparation of High Purity Alkyladamanantyl Esters	p. 362
Lactams	p. 364
Anticonvulsant and Anxiolytic Lactam and Thiolactam Derivatives	p. 364
[beta]-Lactams as Antiproliferative Agents	p. 367
[beta]-Lactam-like Chaperone Inhibitors	p. 371
N-Thiolated [beta]-Lactam Antibiotics	p. 373
Process for Preparing [beta]-Lactam Compounds	p. 376
6-(Spirocyclopropyl)-Penicillanic Acid-4,4-Dioxides	p. 379
Lactones	p. 382
Benzylidene-[gamma]-Butryolactones, Process for Their Preparation and Their Use as UV Absorbers	p. 382
Ring-Opened Azlactone Initiators for Nitroxide-Mediated Polymerization	p. 385
Macocyclic Rings	p. 388
[beta]-Diketone Compounds, [beta]-Diketone Compounds Coordinated to Metal, Method of Organic Synthesis with These, and Catalyst	p. 388
1,4-Dioxacylcycloalkane-2-one and 1,4-Dioxacylcycloalkene-2-one	p. 392
Synthesis of Macrocyclic Tetraamido-N Ligands	p. 394
The Preparation of Giant Ring Compounds	p. 397
Morpholines	p. 399
Lewis Acid-Catalyzed Claisen Rearrangements in the Preparation of Chiral Products	p. 399
Naphthopyans	p. 401
Indeno-fused Photochromic Naphthopyrans	p. 401
Naphthyridines	p. 406
4-Hydroxy-1,8-Naphthyridine-3-Carboxamides as Antiviral Agents	p. 406
Nitro Derivatives	p. 410
Geminal-Dinitro-1,5-Diazocine Derivatives	p. 410
Methods of Preparing Salts of Dinitromethane	p. 416
Vicarious Nucleophilic Substitution Using 4-Amino-1,2,4-Triazole, Hydroxylamine or O-Alkylhydroxylamine to Prepare 1,3-Diamino-2,4,6-Trinitrobenzene or 1,3,5-Triamine-2,4,6-Trinitrobenzene	p. 418
Nitrones	p. 420
Furan Nitrone Compounds	p. 420
Organometallics	p. 424
Aryl Borates	p. 424
Boric Ester Synthesis	p. 427
Method for Producing Monoaryloxy-ansa-Metallocenes	p. 429
Process for Preparing Bisallylboranes and Non-Aromatic Boronic Acids	p. 432
Synthetic Molecules That Specifically React with Target Sequences	p. 434
Orthocarbonates, Esters, and Derivatives	p. 437
Spiroorthocarbonates Containing Epoxy Groups	p. 437
Substituted Sprioalkylamino and Alkoxy Heterocyclics, Processes for Their Preparation, and Their Use as Pesticides and Fungicides	p. 441
Synthesis of Spiro Orthoesters, Spiro Orthocarbonates, and Intermediates	p. 444
Oxadiazines	p. 447
Oxadiazine Derivatives	p. 447
1,3,4-Oxadiazine Derivatives and Their Use as Pesticides	p. 451
Oxathiolanes	p. 454
Antiviral Activity and Resolution of 2-Hydroxylmethyl-5-(5-fluorocytosin-1-yl)-1,3-Oxathiolane	p. 454
Substituted 1,3-Oxathiolanes with Antiviral Properties	p. 458
Oxazines	p. 462
Photochromic Oxazine Compounds and Methods for Their Manufacture	p. 462
Oxazolidinones	p. 465
Process to Prepare Cyclic-Sulfur Fluorine Containing Oxazolidinones	p. 465
Oxetanes	p. 470
Fluorinated Oxetane Derivatives and Production Process Thereof	p. 470
Process for the Production of 3-Alkyl-3-Hydroxymethyloxetanes	p. 473
Oxetanones	p. 475
Oxetanone Derivatives	p. 475
Oximes	p. 478
O-Acyloxime Photoinitiators	p. 478
Oxime Derivatives and Their Use Thereof as Latent Acids	p. 482
Oxirane	p. 484
Diels-Adler Adducts of Epoxybutene and Epoxybutene Derivatives	p. 484
Process for the Preparation of an Oxirane, Aziridine or Cyclopropane	p. 486
Phenols	p. 489
Calixarene Derivatives	p. 489
Dimeric Arylisoquinoline Alkaloids and Synthesis Method Thereof	p. 493
Process for Preparing Procyanidin (4 to 6 or 4 to 8) Oligomers and Their Derivatives	p. 497
Piperidine	p. 501
N-Acyl Cyclic Amine Derivatives	p. 501
Opiate Compounds, Methods of Making and Methods of Use	p. 505
Process for Production of Piperidine Derivatives (Note 1)	p. 509
Spiropiperidine Derivatives	p. 513
Piperizines	p. 517
Piperazine Derivatives	p. 517
Porphyrins	p. 520
1,3-Dipolar Cycloadditions to Polypyrrolic Macrocycles	p. 520
Pyrans	p. 522
Synthesis of 3,6-Dialkyl-5,6-Dihydro-4-Hydroxy-Pyran-2-One	p. 522
Pyrazoles	p. 525
Parasiticidal Compounds	p. 525
Spiropyrazole Compounds	p. 529
Pyridine	p. 532
Process for Preparing Tribromomethylsulfonylpyridine	p. 532
3-Pyridinyl Compounds	p. 534
Pyridone and Tetrahydropyridone	p. 537
Pyridone Derivatives, Their Preparation and Their Use as Synthesis Intermediates	p. 537
Solid Phase Synthesis of Heterocycles	p. 542
Pyrimidines	p. 545
N-Heterocyclic Derivatives as NOS Inhibitors	p. 545
Pyrrols	p. 548
7-Azabicyclo[2.2.1]Heptane and Heptene Derivatives as Cholinergic Receptor Ligands	p. 548
Colormetric Sensor Compositions and Methods	p. 552
Quinones	p. 555
Compositions and Methods for Treating Viral Infections	p. 555
Quinone Compound, Liquid Crystal Composition, and Guest-Host-Type Liquid Crystal Cell Employing the Same	p. 559
Polycyclic Aryl and Heteroaryl Substituted 1,4-Quinones Useful for Selective Inhibition of the Coagulation Cascade	p. 562
Synthesis of Coenzyme Q10 (Ubiquinone)	p. 566
Radiolabelled Reagents	p. 570
Radioligands and Their Use for Identifying Potassium Channel Modulators	p. 570
Synthesis of [superscript 2]H- and [superscript 13]C-Substituted Dithanes	p. 574
Tritioacetylating Reagents and Processes for Preparation Thereof	p. 576
Saccharides	p. 578
2-Saccharinylmethyl Heterocyclic Carboxylates Useful as Proteolytic Enzyme Inhibitors and Compositions and Method of Use Thereof	p. 578
Sugars	p. 583
Heavily Fluorinated Sugar Analogues	p. 583
Preparation of Thioarabinofuranosyl Compounds and Use Thereof	p. 587
Process for the Alkaline Oxidative Degradation of Reducing Sugars	p. 591
Sugar Derivatives of Hydromorphorine, Dihydromorphorine and Dihydroisomorphorine Compositions Thereof and Uses for Treating or Preventing Pain	p. 594
Sulfonamides	p. 597
Thioaryl Sulfonamide Hydroxamic Acid Compounds	p. 597
Sulfones	p. 602
[alpha]-Amino-[beta]-Sulfonyl Hydroxamic Acid Compounds	p. 602
Nitromethylthiobenzene Derivatives as Inhibitors of Aldose Reductase	p. 605
Process for the Preparation of Ethanesulfonyl-piperidine Derivatives	p. 608
[alpha],[beta]-Unsaturated Sulfones for Treating Proliferative Disorders	p. 612
Sulfonylimides	p. 615
Sulfonylimide Compounds	p. 615
Tetrabenazine	p. 618
Iodine Derivatives of Tetrabenazine	p. 618
Tetracyclines	p. 621
7-Substituted Fused Ring Tetracycline Compounds	p. 621
Tetrahydrobenzoquinoxaline Diones	p. 624
Pyrrolyl Tetrahydrobenzoquinoxaline Diones, Their Preparation and Use As Glutamate Receptor Antagonist	p. 624
Tetrahydrobenzothiepines	p. 628
Method for the Preparation of Tetrahydrobenzothiepines	p. 628
Tetrahydroisoquinolines	p. 633
Pictet-Spengler Reaction for the Synthesis of Tetrahydroisoquinolines and Related Heterocyclic Compounds	p. 633
Tetrahydroquinolines	p. 635
Dimeric Compounds	p. 635
Tetrazoles	p. 638
Tetrazolyl-Phenyl Actamide Glucokinase Activators	p. 638
Thiazoles	p. 643
Oxazolo, Thiazolo and Selenazolo [4,5-c]-Quinolin-4-Amines and Analogues Thereof	p. 643
Tri-Aryl-Substituted-Ethane PDE4 Inhibitors	p. 646
Thiophenes	p. 651
3,4-Diaryl Thiopenes and Analogs Thereof Having Use as Anti-inflammatory Agents	p. 651
Oligiothiophenes and Synthesis Thereof	p. 655
Polyaryl Antitumor Agents	p. 658
Triazines	p. 661
Aryloxy- and Arylthio-substituted Pyrimidines and Triazines and Derivatives Thereof	p. 661
Method of Alkylating Triazine Derivatives	p. 665
Triazoles	p. 668
One Step Synthesis of 1,2,3-Triazole Carboxylic Acids	p. 668
Triazolyl-Tetrazinyl-Aminotriazine Compounds Useful in Pyrotechnic Compositions and Process Thereof	p. 671
Trioxolanes	p. 674
Spiro and Dispiro 1,2,4-Trioxolane Antimalarials	p. 674
Index	p. 677

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