This MedLibrary.org supplementary page on Telescopic synthesis is provided directly from the open source Wikipedia as a service to our readers. Please see the note below on authorship of this content, as well as the Wikipedia usage guidelines. To search for other content from our encyclopedia supplement, please use the form below:
Related Sponsors
In chemistry a one-pot synthesis is a strategy to improve the efficiency of a chemical reaction whereby a reactant is subjected to successive chemical reactions in just one reactor. This is much desired by chemists because avoiding a lengthy separation process and purification of the intermediate chemical compounds would save time and resources while increasing chemical yield.
An example of a one-pot synthesis is the total synthesis of tropinone or the Gassman indole synthesis.
A sequential one-pot synthesis with reagents added to a reactor one at a time and without work-up is also called a telescoping synthesis.
In one such procedure [1] the reaction of 3-N-tosylaminophenol I with acrolein II affords a hydroxyl substituted quinoline III through 4 sequential steps without workup of the intermediate products [2]:
References
- ^ One-Pot Preparation of 7-Hydroxyquinoline Mark Cameron, R. Scott Hoerrner, James M. McNamara, Margaret Figus, and Scott Thomas Org. Process Res. Dev.; 2006; 10(1) pp 149 - 152; (Communication to Editor) DOI: Abstract
- ^ The addition of acrolein (blue) is a Michael reaction catalyzed by N,N-diisopropylamine, the presence of ethanol converts the aldehyde group to an acetal but this process is reversed when hydrochloric acid is introduced (red). The enolate reacts as an electrophile in a Friedel-Crafts reaction with ring-closure. The alcohol group is eliminated in presence of potassium hydroxide (green) and when in the final step the reaction medium is neutralized to pH 7 (magenta) the tosyl group is eliminated as well.
Wikipedia content modification information:
- This page was last modified on 18 June 2008, at 20:00.
Wikipedia Authorship and Review
Wikipedia content provided here is not reviewed directly by MedLibrary.org. Wikipedia content is authored by an open community of volunteers and is not produced by or in any way affiliated with MedLibrary.org.
Wikipedia Usage Guidelines
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article on "Telescopic synthesis".
The URL for this specific entry is:
All Wikipedia text is available under the terms of the GNU Free Documentation License. (See Copyrights for details). Wikipedia® is a registered trademark of the Wikimedia Foundation, Inc.