Jack A. Hunter

Bio: Jack A. Hunter is an academic researcher from Iowa State University. The author has contributed to research in topics: Aryl & Ring (chemistry). The author has an hindex of 2, co-authored 4 publications receiving 341 citations.

Synthesis of substituted isoquinolines by electrophilic cyclization of iminoalkynes

Abstract: The tert-butylimines of o-(1-alkynyl)benzaldehydes and analogous pyridinecarbaldehydes have been cyclized under very mild reaction conditions in the presence of I2, ICl, PhSeCl, PhSCl, and p-O2NC6H4SCl to give the corresponding halogen-, selenium-, and sulfur-containing disubstituted isoquinolines and naphthyridines, respectively. This methodology accommodates a variety of iminoalkynes and affords the anticipated heterocycles in moderate to excellent yields. Monosubstituted isoquinolines and naphthyridines have been synthesized by the metal-catalyzed ring closure of these same iminoalkynes. The silver-catalyzed ring closure is highly effective in cyclizing aryl-, alkenyl-, and alkyl-substituted iminoalkynes at 50 °C.

Synthesis of Substituted Isoquinolines by Electrophilic Cyclization of Iminoalkynes.

Abstract: The tert-butylimines of o-(1-alkynyl)benzaldehydes and analogous pyridinecarbaldehydes have been cyclized under very mild reaction conditions in the presence of I2, ICl, PhSeCl, PhSCl, and p-O2NC6H4SCl to give the corresponding halogen-, selenium-, and sulfur-containing disubstituted isoquinolines and naphthyridines, respectively. This methodology accommodates a variety of iminoalkynes and affords the anticipated heterocycles in moderate to excellent yields. Monosubstituted isoquinolines and naphthyridines have been synthesized by the metal-catalyzed ring closure of these same iminoalkynes. The silver-catalyzed ring closure is highly effective in cyclizing aryl-, alkenyl-, and alkyl-substituted iminoalkynes at 50 °C.

Synthesis of Isoquinolines and Naphthyridines by Electrophilic Ring Closure of Iminoalkynes.

Abstract: Substituted isoquinolines and naphthyridines have been prepared in good to excellent yields by the reaction of iminoalkynes with a variety of electrophiles under mild reaction conditions.

The Sonogashira Reaction: A Booming Methodology in Synthetic Organic Chemistry†

Abstract: 3.7. Palladium Nanoparticles as Catalysts 888 3.8. Other Transition-Metal Complexes 888 3.9. Transition-Metal-Free Reactions 889 4. Applications 889 4.1. Alkynylation of Arenes 889 4.2. Alkynylation of Heterocycles 891 4.3. Synthesis of Enynes and Enediynes 894 4.4. Synthesis of Ynones 896 4.5. Synthesis of Carbocyclic Systems 897 4.6. Synthesis of Heterocyclic Systems 898 4.7. Synthesis of Natural Products 903 4.8. Synthesis of Electronic and Electrooptical Molecules 906

Silver-mediated synthesis of heterocycles.

Abstract: 2.1. Oxygen Nucleophiles 3174 2.2. Nitrogen Nucleophiles 3177 3. Ag(I)-Mediated Addition of Nucleophiles to Allenes 3178 3.1. Oxygen Nucleophiles 3178 3.1.1. Allenic Alcohols 3178 3.1.2. Allenic Aldehydes and Ketones 3179 3.1.3. Allenic Acids 3180 3.2. Nitrogen Nucleophiles 3180 3.2.1. Allenic Amines 3180 3.2.2. Allenic Sulfonamides 3182 3.2.3. Allenic Carbamates 3182 3.2.4. Allenic Amides 3182 3.2.5. Allenic Oximes 3183 4. Ag(I)-Mediated Additions to Alkenes 3183 5. Ag(I)-Mediated Cycloaddition Reactions 3185 5.1. 1,3-Dipolar Cycloaddition Reactions of Azomethine Ylides 3185