Nanotechnology Now





Heifer International

Wikipedia Affiliate Button


DHgate

Home > Press > All that Glitters is Gold

Abstract:
Gold Cyclization Reaction Provides Important Building Blocks for Pharmaceuticals

All that Glitters is Gold

Weinheim, Germany | Posted on January 7th, 2011

In many significant natural products, furans are a key motif. These oxygen-containing five-membered heterocycles are also versatile building blocks in the construction of highly complex target structures. As such, they are important scaffolds in organic and pharmaceutical chemistry. As reported in the European Journal of Organic Chemistry, A. Stephen K. Hashmi and a team at Universität Heidelberg (Germany) have now introduced a general protocol for the preparation of highly substituted furans through a gold-catalyzed cyclization reaction.

The efficiency of reactions is often thought of in terms of atom economy, and the search for more efficient alternatives to classical chemical reactions is now an area of intense research. In this context, transition-metal catalysts are becoming a popular choice amongst chemists, because they are often used in only very small amounts, which conforms to the atom-economy rule and minimizes waste. Notably, in contrast to the often harsh conditions required to perform classical chemical transformations, most transition-metal catalyzed reactions can be performed under mild reaction conditions and within a short timeframe.

Because gold catalysts are robust, their popularity has increased significantly in the last few years. Gold catalysts can easily be handled in air, and they are also tolerant to water. Moreover, gold catalysts often show higher activity and higher selectivity than their more popular palladium counterparts. Gold is particularly well suited for substrates that bear a triple carbon-carbon bond (i.e., an alkyne), as it coordinates preferentially to this bond, resulting in a highly reactive complex that is prone to attack. As such, the gold-catalyzed cyclization of an alkyne tethered to an alcohol can provide easy access to highly substituted furans.

The German research team found that the gold(I)-catalyzed cyclization of various 2-alkynylallyl alcohols proceeded well and afforded the desired furan products with the use of low catalyst loadings under very mild reaction conditions. Importantly, both di- and trisubstituted furans could be obtained, which allows structural variety in the building blocks. Bifunctional substrates could also be cyclized to provide chemically interesting bisfurans. This synthetically simple route provides quick and easy access to highly substituted furan building blocks, which may help to facilitate the study of this important class of compounds.

Author: A. Stephen K. Hashmi, Universität Heidelberg (Germany),

Title: Cyclization of 2-Alkynylallyl Alcohols to Highly Substituted Furans by Gold(I)-Carbene Complexes

European Journal of Organic Chemistry, Permalink to the article: dx.doi.org/10.1002/ejoc.201001479

####

For more information, please click here

Copyright © European Journal of Organic Chemistry

If you have a comment, please Contact us.

Issuers of news releases, not 7th Wave, Inc. or Nanotechnology Now, are solely responsible for the accuracy of the content.

Bookmark:
Delicious Digg Newsvine Google Yahoo Reddit Magnoliacom Furl Facebook

Related News Press

News and information

Nanostructures Increase Corrosion Resistance in Metallic Body Implants May 24th, 2015

Iranian Scientists Use Magnetic Field to Transfer Anticancer Drug to Tumor Tissue May 24th, 2015

Basel physicists develop efficient method of signal transmission from nanocomponents May 23rd, 2015

This Slinky lookalike 'hyperlens' helps us see tiny objects: The photonics advancement could improve early cancer detection, nanoelectronics manufacturing and scientists' ability to observe single molecules May 23rd, 2015

Visualizing How Radiation Bombardment Boosts Superconductivity: Atomic-level flyovers show how impact sites of high-energy ions pin potentially disruptive vortices to keep high-current superconductivity flowing May 23rd, 2015

Chemistry

This Slinky lookalike 'hyperlens' helps us see tiny objects: The photonics advancement could improve early cancer detection, nanoelectronics manufacturing and scientists' ability to observe single molecules May 23rd, 2015

Conversion of Greenhouse Gases to Syngas in Presence of Nanocatalysts in Iran May 22nd, 2015

Academic/Education

SUNY Poly CNSE and NIOSH Launch Federal Nano Health and Safety Consortium: May 20th, 2015

New JEOL E-Beam Lithography System to Enhance Quantum NanoFab Capabilities May 6th, 2015

FEI Partners With the George Washington University to Equip New Science & Engineering Hall: Suite of new high-performance microscopes will be used for cutting-edge experiments at GW’s new research facility April 29th, 2015

Renishaw Raman systems used to study 2D materials at Boston University, Massachusetts, USA. April 28th, 2015

Discoveries

Nanostructures Increase Corrosion Resistance in Metallic Body Implants May 24th, 2015

Iranian Scientists Use Magnetic Field to Transfer Anticancer Drug to Tumor Tissue May 24th, 2015

Basel physicists develop efficient method of signal transmission from nanocomponents May 23rd, 2015

This Slinky lookalike 'hyperlens' helps us see tiny objects: The photonics advancement could improve early cancer detection, nanoelectronics manufacturing and scientists' ability to observe single molecules May 23rd, 2015

Announcements

Nanostructures Increase Corrosion Resistance in Metallic Body Implants May 24th, 2015

Iranian Scientists Use Magnetic Field to Transfer Anticancer Drug to Tumor Tissue May 24th, 2015

Basel physicists develop efficient method of signal transmission from nanocomponents May 23rd, 2015

This Slinky lookalike 'hyperlens' helps us see tiny objects: The photonics advancement could improve early cancer detection, nanoelectronics manufacturing and scientists' ability to observe single molecules May 23rd, 2015

NanoNews-Digest
The latest news from around the world, FREE




  Premium Products
NanoNews-Custom
Only the news you want to read!
 Learn More
NanoTech-Transfer
University Technology Transfer & Patents
 Learn More
NanoStrategies
Full-service, expert consulting
 Learn More










ASP
Nanotechnology Now Featured Books




NNN

The Hunger Project