| Description |
1 online resource (251 pages) : illustrations |
| Series |
CRC revivals |
|
CRC revivals
|
| Contents |
Cover -- Title Page -- Copyright Page -- Preface -- Table of Contents -- 1 Formation, Structure, and General Reactions of Vilsmeier Reagents -- 1.1 Introduction -- 1.2 Formation and Structure of Halomethyleneiminium Salts (Vilsmeier Reagents) -- 1.2.1 Physical Properties of Vilsmeier Reagents -- 1.2.2 Outline of the Formation of Vilsmeier Salts -- 1.2.3 DMF-POC13 and Related Adducts -- 1.2.4 Higher Amide-POC13 Adducts -- 1.2.5 Thioamide-POC13 and Related Adducts -- 1.2.6 Acid Amide-Pyrophosphoryl Chloride Adducts -- 1.2.7 Acid Amide-Carbonyl Halide Adducts -- 1.2.8 Acid Amide-Phosphorus Trihalide Adducts -- 1.2.9 Acid Amide-Thionyl Chloride Adducts -- 1.2.10 Acid Amide-Sulfuryl Chloride Adducts -- 1.2.11 Acid Amide-Carboxylic Acid Adducts -- 1.2.12 Acid Amide-Acid Anhydride Adducts -- 1.3 General Reactions of Halomethyleneiminium Salts -- 1.3.1 Introduction -- 1.3.2 Electrophilicity of Halomethyleneiminium Salts and Selection of the Vilsmeier Reagent -- 1.3.3 Substitution of Aromatic and Heteroaromatic C-H Bonds -- 1.3.4 Reactions of Alkenic Double Bonds -- 1.3.5 Reactions of Ketones -- 1.3.6 Reactions of Amidic Carbonyl Compounds -- References -- 2 Synthesis of Functional Groups using Vilsmeier Reagents -- 2.1 Bromo Compounds -- 2.1.1 Alkyl Bromides -- 2.1.2 Vinyl Bromides -- 2.1.3 Heteroaryl Bromides -- 2.2 CNoro Compounds -- 2.2.1 Alkyl Chlorides, including Chloromethyl Compounds -- 2.2.2 Vinyl Chlorides -- 2.2.3 Aryl Chlorides -- 2.2.4 Heteroaryl Chlorides -- 2.3 Akynes -- 2.4 Ethers -- 2.5 Dialkylaminomethyl Compounds -- 2.6 Π-Dialkylaminornethylene Compounds -- 2.6.1 Π-Dialkylarninomethylene Heterocycles -- 2.6.2 Π-Dialkylaminomethylene Lactams -- 2.7 Epoxides -- 2.8 Aldehydes -- 2.8.1 Aliphatic Aldehydes -- 2.8.2 Π,β-Unsaturated Aldehydes -- 2.8.2.1 Π,β-Unsaturated Aldehydes with no Functional Group at the β-Position |
|
2.17 Carbodiimides -- 2.18 Thiocyanates -- 2.19 Esters and Derivatives -- 2.19.1 Formates and Higher Esters -- 2.19.2 1-Acyloxy-2-chloroalkanes -- 2.19.3 Thioesters and Dithioesters -- 2.19.4 p-Amino-Π,β-Unsaturated Esters -- 2.19.5 Phosphate Esters -- 2.19.6 Orthoesters -- 2.20 Amides and Derivatives -- 2.20.1 Formamides -- 2.20.2 Thioamides -- 2.20.3 Amide Acetals -- 2.20.4 Amide Mercaptals -- 2.20.5 Π-Chloroamides and Π,Π-Dichloroamides -- 2.20.6 β-Ketocarboxylic Acid Amides -- 2.20.7 Π,β-Unsaturated Amides -- 2.20.8 Urea -- 2.20.9 Peptides and Nucleotides -- 2.21 Enamines -- 2.21.1 Π-Chloroenamines -- 2.21.2 Π-Cyanoenamines -- 2.21.3 N-Formylenamines -- 2.21.4 Cyclic Enamines -- 2.22 Ynamines -- 2.23 Nitriles -- 2.24 Isocyanides -- 2.25 Isocyanide Dichlorides -- 2.26 Viny logous Amides -- 2.27 Amidines and Derivatives -- 2.27.1 Amidines and Acyclic Amide -- 2.27.2 Amidines from Lactarns -- 2.27.3 Vinylogous Amidines -- 2.28 Amidrazones -- 2.29 Iminium Salts -- 2.29.1 General (including Gold's Reagent) -- 2.29.2 Amidinium Salts -- 2.29.3 1,5-Diazapentadienium Salts (Vinarnidinium or Trimethinium Salts) -- 2.29.4 Pentamethinium Salts -- 2.29.5 Polymethinium Salts -- Reference -- 3 Formation of Rings by Aromatization and Heteroaromatization -- 3.1 Ring Formation by Aromatization -- 3.1.1 Derivatives of Benzene -- 3.1.2 Derivatives of Benzo-fused Cycloalkanes -- 3.1.3 Derivatives of Naphthalene -- 3.1.4 Derivatives of Anthracene -- 3.1.5 Derivatives of Carbazoles -- 3.2 Ring Formation by Heteroaromatization -- 3.2.1 Furans -- 3.2.2 Thiophenes -- 3.2.3 Pyrroles -- 3.2.4 Pyrazoles -- 3.2.5 Indoles -- 3.2.6 Pyrimidines -- 3.2.7 Isoquinolines -- 3.2.8 Miscellaneous Ring Systems -- Reference -- 4 Ring Formation using either Vilsmeier Reagents or β-Chlorovinylaldehydes -- 4.1 Non-benzenoid Carbocyclic Systems -- 4.1.1 Cyclopentenes |
|
2.8.2.2 β-Hydroxy and β-Alkoxy Π,β-Unsaturated Aldehydes -- 2.8.2.3 Π,β-Unsaturated Aldehydes with other Functional Groups at the β-Position -- 2.8.2.4 Π,β-Unsaturated Aldehydes with a β-amino Group (Vinylogous Formamides) -- 2.8.2.5 Other Vinylogous Formamides -- 2.8.3 Aliphatic Thioaldehydes -- 2.8.4 Aromatic Aldehydes -- 2.8.5 Heterocyclic Aldehydes -- 2.8.5.1 Indoles, Pyrroles and Porphyrins -- 2.8.5.2 Furans and Thiophenes -- 2.8.5.3 Pyridines -- 2.8.5.4 Pyrimidine Derivatives (including Barbituric Acid) -- 2.8.5.5 Miscellaneous -- 2.8.6 Heterocyclic Thioaldehydes -- 2.9 Ketones -- 2.9.1 2-Chloroketones -- 2.9.2 β-Amino-Π,β-Unsaturated Ketones -- 2.10 Other Π,β-Unsaturated Carbonyl Compounds -- 2.11 β-Halovinylaldehydes -- 2.11.1 Formation of β-Halovinylaldehydes -- 2.11.2 β-Bromovinylaldehydes -- 2.11.3 β-Chlorovinylaldehydes -- 2.11.3.1 Introduction -- 2.11.3.2 β-Chlorovinylaldehydes from Alkyl Aryl Ketones -- 2.11.3.3 β-Chlorovinylaldehydes from Saturated Monocarbocyclic Ketones -- 2.11.3.4 β-Chlorovinylaldehydes from Π,β-Unsaturated Carbocyclic Ketones -- 2.11.3.5 β-Chlorovinylaldehydes from Benzo-fused Cycloalkanones -- 2.11.3.6 β-Chlorovinylaldehydes from Cycloalkanones -- 2.11.3.6 β-Chlorovinylaldehydes from Cycloalkanones fused to Heteroaromatic Rings -- 2.11.3.7 β-Chlorovinylaldehydes from Cyclic Ketones with One or More Heteroatoms in the Ring -- 2.11.3.8 β-Chlorovinylaldehydes from Polycyclic Systems -- 2.11.3.9 β-Chlorovinylaldehydes in Synthesis -- 2.11.4 β-Iodovinylaldehydes -- 2.12 β-Halovinylketones -- 2.13 Carboxylic Acids -- 2.14 Carboxylic Acid Halides and Sulfonyl Chlorides -- 2.14.1 Carboxylic Acid Bromides -- 2.14.2 Carboxy lic Acid Chlorides -- 2.14.3 Carboxylic Acid Fluorides -- 2.14.4 Sulfonyl Chlorides -- 2.15 Anhydrides -- 2.16 Carbamates, Carbamoyl Halides, and Isocyanates |
|
4.1.2 Fulvenes -- 4.1.3 Fused Ring Systems -- 4.2 Benzenoid Ring Systems -- 4.2.1 Benzene Rings -- 4.2.2 Indenes and Benzofulvenes -- 4.2.3 Dihydronaphthalenes -- 4.2.4 Dithienobenzenes -- 4.3 Synthesis of Non-Aromatic Heterocycles -- 4.3.1 Pyrans, Pyrones, and their Derivatives -- 4.3.2 Thiopyrans, Thiopyranones and their Derivatives -- 4.3.3 Quinolinones and Isoquinolinones -- 4.3.4 Quinolizinones -- 4.3.5 Pyrrolines -- 4.3.6 Miscellaneous Ring Systems -- 4.4 Synthesis of Heteroaromatic Systems -- 4.4.1 Compounds containing a Five-Membered Ring -- 4.4.1.1 Furans and Benzsfurans -- 4.4.1.2 Pyrroles -- 4.4.1.3 Indoles -- 4.4.1.4 Thiophenes and Benzothiophenes -- 4.4.1.5 Oxazoles and Benzoxazoles -- 4.4.1.6 Isoxazoles -- 4.4.1.7 Pyrazoles -- 4.4.1.8 Benzimidazoles -- 4.4.1.9 Isothiazoles -- 4.4.1.10 Pyrrolopyrazines, Pyrrolopyridines and Pyyroloquinoline -- 4.4.1.11 Miscellaneous -- 4.4.2 Compounds containing a Six-Membered Ring -- 4.4.2.1 Pyrylium and Thiopyrylium Salts -- 4.4.2.2 Benzopyrones and Naphthopyrones -- 4.4.2.3 Pyridines -- 4.4.2.4 Pyrdinium Salts -- 4.4.2.5 Quinolines -- 4.4.2.6 Quinolinium Salts -- 4.4.2.7 Quinolizinium Salts -- 4.4.2.8 Isoquinolines -- 4.4.2.9 Pyrimidines -- 4.4.2.10 1,3-Thiazinium Salts -- 4.4.2.11 Adenine -- 4.4.2.12 Naphthyridines -- 4.4.2.13 Pyrimidoindoles -- 4.4.2.14 Pyrimidobenzodiazepines -- 4.4.2.15 Miscellaneous -- 4.5 Formation of Seven-Membered Rings -- 4.5.1 2-Azaazulenes -- 4.5.2 Benzodiazepines -- 4.5.3 Benzoxazolodiazepines -- 4.5.4 Thiazepines and Benzothiazepines -- References -- 5 Transformations to give New Ring Systems -- References -- Index |
| Notes |
"First published 1994 by CRC Press"--Copyright page |
| Bibliography |
Includes bibliographical references and index |
| Notes |
Description based upon print version of record |
| Subject |
Organic compounds -- Synthesis.
|
|
Vilsmeier reagents.
|
|
Organic compounds -- Synthesis.
|
|
SCIENCE / Chemistry / Organic.
|
|
Vilsmeier reagents.
|
| Form |
Electronic book
|
| Author |
Giles, Paul R., author.
|
| ISBN |
1351077074 |
|
1351085522 |
|
9781351077071 |
|
9781351085526 |
|
