Science of Synthesis: Houben-Weyl Methods of Molecular Transformations Vol. 35

35.1 Product Class 1: One Saturated Carbon—Chlorine Bond
35.1.1 Product Subclass 1: Chloroalkanes
35.1.1.1 Synthesis by Substitution of Hydrogen
35.1.1.2 Synthesis by Substitution of Metals
35.1.1.3 Synthesis by Substitution of Carbon Functionalities
35.1.1.4 Synthesis by Substitution of Other Halogens
35.1.1.5 Synthesis by Substitution of Oxygen Functionalities
35.1.1.6 Synthesis by Substitution of Sulfur, Selenium, or Tellurium Functionalities
35.1.1.7 Synthesis by Substitution of Nitrogen Functionalities
35.1.1.8 Synthesis by Addition to π-Type C—C Bonds
35.1.1.9 Synthesis from Other Chlorine Compounds
35.1.2 Product Subclass 2: Propargylic Chlorides
35.1.3 Product Subclass 3: Benzylic Chlorides
35.1.3.1 Synthesis by Substitution of Hydrogen
35.1.3.2 Synthesis by Substitution of Carbonyl Oxygen
35.1.3.3 Synthesis by Substitution of Σ-Bonded Heteroatoms
35.1.4 Product Subclass 4: Allylic Chlorides
35.1.4.1 Synthesis by Substitution of Hydrogen Α to a C=C Bond
35.1.4.2 Synthesis by Substitution of Σ-Bonded Heteroatoms
35.1.5 Product Subclass 5: 1-Chloro-n-Heteroatom-Functionalized Alkanes (n ≥2) with Both Functions Formed Simultaneously
35.1.5.1 Synthesis by Addition across C=C Bonds
35.1.5.2 Synthesis by Addition across C—O Bonds
35.1.5.3 Synthesis by Addition across C—S Bonds
35.1.5.4 Synthesis by Addition across C—N Bonds
35.1.5.5 Synthesis by Addition across C—C Bonds
35.2 Product Class 2: One Saturated Carbon—Bromine Bond
35.2.1 Product Subclass 1: Bromoalkanes
35.2.1.1 Synthesis by Substitution of Hydrogen
35.2.1.2 Synthesis by Substitution of Metals
35.2.1.3 Substitution of Carbon Functionalities
35.2.1.4 Synthesis by Substitution of Other Halogens
35.2.1.5 Synthesis by Substitution of Oxygen Functionalities
35.2.1.6 Synthesis by Substitution of Sulfur, Selenium, or Tellurium Functionalities
35.2.1.7 Synthesis by Substitution of Nitrogen Functionalities
35.2.1.8 Synthesis by Addition to π-Type C—C Bonds
35.2.1.9 Synthesis from Other Bromo Compounds
35.2.2 Product Subclass 2: Propargylic Bromides
35.2.3 Product Subclass 3: Benzylic Bromides
35.2.3.1 Synthesis by Substitution of Hydrogen
35.2.3.2 Synthesis by Substitution of Carbonyl Oxygen
35.2.3.3 Synthesis by Substitution of Σ-Bonded Heteroatoms
35.2.4 Product Subclass 4: Allylic Bromides
35.2.4.1 Synthesis by Substitution of Hydrogen Α to a C=C Bond
35.2.4.2 Synthesis by Substitution of Σ-Bonded Heteroatoms
35.2.5 Product Subclass 5: 1-Bromo-n-Heteroatom-Functionalized Alkanes (n ≥2) with Both Functions Formed Simultaneously
35.2.5.1 Synthesis by Addition across C=C Bonds
35.2.5.2 Synthesis by Addition across C—O Bonds
35.2.5.3 Synthesis by Addition across C—S Bonds
35.2.5.4 Synthesis by Addition across C—N Bonds
35.2.5.5 Synthesis by Addition across C—C Bonds
35.3 Product Class 3: One Saturated Carbon—Iodine Bond
35.3.1 Product Subclass 1: Iodoalkanes
35.3.1.1 Synthesis by Substitution of Hydrogen
35.3.1.2 Synthesis by Substitution of Metals
35.3.1.3 Synthesis by Substitution of Carbon Functionalities
35.3.1.4 Synthesis by Substitution of Other Halogens
35.3.1.5 Synthesis by Substitution of Oxygen Functionalities
35.3.1.6 Synthesis by Substitution of Sulfur, Selenium, or Tellurium Functionalities
35.3.1.7 Synthesis by Substitution of Nitrogen Functionalities
35.3.1.8 Synthesis by Addition to π-Type C—C Bonds
35.3.1.9 Synthesis from Other Iodo Compounds
35.3.2 Product Subclass 2: Propargylic Iodides
35.3.3 Product Subclass 3: Benzylic Iodides
35.3.3.1 Synthesis by Substitution of Carbonyl Oxygen
35.3.3.2 Substitution of Σ-Bonded Heteroatoms
35.3.4 Product Subclass 4: Allylic Iodides
35.3.5 Product Subclass 5: 1-Iodo-n-Heteroatom-Functionalized Alkanes (n ≥2) with Both Functions Formed Simultaneously
35.3.5.1 Synthesis by Addition across C=C Bonds
35.3.5.2 Synthesis by Addition across C—O Bonds
35.3.5.3 Synthesis by Addition across C—S Bonds
35.3.5.4 Synthesis by Addition across C—N Bonds
35.3.5.5 Synthesis by Addition across C—C Bonds