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Intro; Preface; Contents; 1 Thioamides: Overview; References; 2 Theoretical Aspects of Thioamides; 2.1 Basic Structural Features of Thioamides; 2.1.1 Planarity of Thioamides; 2.1.2 Derivations from Planarity; 2.2 Tautomerization; 2.3 Rotations Around the C-N Amide Bond; 2.3.1 Simple Examples; 2.3.2 Solvent Effects; 2.3.3 Influence of Remote Substituents; 2.3.4 Photoisomerization; 2.3.5 C-N Bond Rotation in Complex Systems; 2.4 Rotational Barriers of N-Substituents; 2.5 Conjugation with Different Substituents; 2.6 Thiopeptides; 2.7 N-H Bond Dissociation Enthalpy (BDE); 2.8 Others

2.9 ConclusionsReferences; 3 Synthesis of Thioamides; 3.1 Introduction; 3.2 The Direct Incorporation of Elemental Sulfur; 3.2.1 Combination of Ketones, Amines, and Elemental Sulfur; 3.2.2 Combination of Aldehydes, Amines, and Elemental Sulfur; 3.2.3 Combination of Carboxylic Acids, Amines, and Elemental Sulfur; 3.2.4 Combination of Amines and Elemental Sulfur; 3.2.5 Combination of Alkynes, Amines, and Elemental Sulfur; 3.2.6 Combination of Benzylic Halides, Amines, and Elemental Sulfur; 3.2.7 Combination of Methyl Heteroarenes, N,N-Dimethyl Formamide, and Elemental Sulfur

3.3 Thionation of Amides3.3.1 Thionating Agents having P=S Bonds; 3.3.2 Thionation of Amides with Elemental Sulfur and Hydrochlorosilanes; 3.3.3 Thionation of Amides with Rhodanine; 3.4 Addition of Thionating Agents to Nitriles; 3.5 Thiocarbonyl Compounds as a Starting Material; 3.5.1 Addition to Isothiocyanates; 3.5.2 Addition to Other Thiocarbonyl Compounds; 3.6 Thiols, Sodium Sulfides, and Disulfide as a Sulfur Source; 3.7 Summary; References; 4 Reaction of Thioamides; 4.1 Introduction; 4.2 Oxidation of Thioamides; 4.3 Reaction at the Nitrogen Atom of Thioamides

5.1 Introduction5.2 Enantioselective Reactions Using Thioamides; 5.2.1 Auxiliary Approach; 5.2.2 Chiral Lewis Acid Approach; 5.3 Catalytic Enantioselective Reactions of Thioamides; 5.3.1 Use of Thioamides as Pronucleophiles; 5.3.2 Use of Thioamides as Electrophiles; 5.4 Utility in Enantioselective Synthesis of Natural Products and Biologically Active Compounds; 5.5 Future Outlook; References; 6 Synthesis of Heterocycles from Thioamides; 6.1 Introduction; 6.2 Synthesis of Heterocycles with One Heteroatom; 6.2.1 S-Heterocycles; 6.2.2 N-Heterocycles; 6.3 Heterocycles with Two Heteroatoms

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