Nanotechnology Now

Our NanoNews Digest Sponsors



Heifer International

Wikipedia Affiliate Button


android tablet pc

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

A new, tunable device for spintronics: An international team of scientists including physicist Jairo Sinova from the University of Mainz realises a tunable spin-charge converter made of GaAs August 29th, 2014

Nanoscale assembly line August 29th, 2014

New analytical technology reveals 'nanomechanical' surface traits August 29th, 2014

New Vice President Takes Helm at CNSE CMOST: Catherine Gilbert To Lead CNSE Children’s Museum of Science and Technology Through Expansion And Relocation August 29th, 2014

Chemistry

Production of Toxic Ion Nanosorbents with High Sorption Capacity in Iran August 17th, 2014

Scientists fold RNA origami from a single strand: RNA origami is a new method for organizing molecules on the nanoscale. Using just a single strand of RNA, this technique can produce many complicated shapes. August 14th, 2014

Could hemp nanosheets topple graphene for making the ideal supercapacitor? August 12th, 2014

Iranians Find Novel Method for Processing Highly Pure Ceramic Nanoparticles August 12th, 2014

Academic/Education

New Vice President Takes Helm at CNSE CMOST: Catherine Gilbert To Lead CNSE Children’s Museum of Science and Technology Through Expansion And Relocation August 29th, 2014

RMIT delivers $30m boost to micro and nano-tech August 26th, 2014

SEMATECH and Newly Merged SUNY CNSE/SUNYIT Launch New Patterning Center to Further Advance Materials Development: Center to Provide Access to Critical Tools that Support Semiconductor Technology Node Development August 7th, 2014

Oxford Instruments Asylum Research and the Center for Nanoscale Systems at Harvard University Present a Workshop on AFM Nanomechanical and Nanoelectrical Characterization, Aug. 21-22 August 6th, 2014

Discoveries

A new, tunable device for spintronics: An international team of scientists including physicist Jairo Sinova from the University of Mainz realises a tunable spin-charge converter made of GaAs August 29th, 2014

Nanoscale assembly line August 29th, 2014

Copper shines as flexible conductor August 29th, 2014

Novel 'butterfly' molecule could build new sensors, photoenergy conversion devices August 28th, 2014

Announcements

A new, tunable device for spintronics: An international team of scientists including physicist Jairo Sinova from the University of Mainz realises a tunable spin-charge converter made of GaAs August 29th, 2014

Nanoscale assembly line August 29th, 2014

New analytical technology reveals 'nanomechanical' surface traits August 29th, 2014

New Vice President Takes Helm at CNSE CMOST: Catherine Gilbert To Lead CNSE Children’s Museum of Science and Technology Through Expansion And Relocation August 29th, 2014

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







© Copyright 1999-2014 7th Wave, Inc. All Rights Reserved PRIVACY POLICY :: CONTACT US :: STATS :: SITE MAP :: ADVERTISE