Formation of Aldehydes and Ketones

Formation of aldehydes

 

 

A: Mild oxidant like PCC. Sect. 9.9.

B: Ozonolysis followed by reductive workup (e.g., Zn). Sect. 6.5.

C: Special case hydride reduction with DIBALH (Di-IsoButylAluminum Hydride). Sect. 17.11.

 

Formation of ketones

 

A: Oxidation with any of a number of reagents: (PCC or Jones, sect. 9.9)

B: Ozonolysis followed by reductive workup (e.g., Zn). Sect. 6.5.

C: Friedel-Crafts acylation: R-COCl and AlCl3. Sect 20.1.

D: R'2CuLi in inert solvent. Sect. 17.9, also section 7.7.

E: Oxymercuration-demercuration of terminal alkynes gives methyl ketones on rearrangement (tautomerism) of the intermediate enol. See section 10.8.