Preparation of Unsymmetrical Ketones from Tosylhydrazonesand Aromatic Aldehydes via Formyl CâH Bond Insertion.
- Resource Type
- Article
- Authors
- Allwood, Daniel M.; Blakemore, David C.; Ley, Steven V.
- Source
- Organic Letters. Jun2014, Vol. 16 Issue 11, p3064-3067. 4p.
- Subject
- *HYDRAZONES
*CHEMICAL preparations industry
*KETONES
*AROMATIC aldehydes
*CARBON-hydrogen bonds
*INSERTION reactions (Chemistry)
- Language
- ISSN
- 1523-7060
Preparationof ketones by insertion of diazo compounds into theformyl CâH bond of an aldehyde is an attractive procedure,but use of structurally diverse diazo compounds is hampered by preparationand safety issues. A convenient procedure for the synthesis of unsymmetricalketones from bench-stable tosylhydrazones and aryl aldehydes is reported.The procedure can be performed in one pot from the parent carbonylcompound and needs only a base, with no additional promoters beingrequired. [ABSTRACT FROM AUTHOR]