Heterogeneous catalytic approaches in C-H activation reactions

Green Chem., 2016, Advance Article
DOI: 10.1039/C6GC00385K, Critical Review

Stefano Santoro, Sergei I. Kozhushkov, Lutz Ackermann, Luigi Vaccaro
This review summarizes the development of user-friendly, recyclable and easily separable heterogeneous catalysts for C-H activation during the last decade until December 2015.

http://pubs.rsc.org/en/Content/ArticleLanding/2016/GC/C6GC00385K?utm_source=feedburner&utm_medium=feed&utm_campaign=Feed%3A+rss%2FGC+%28RSC+-+Green+Chem.+latest+articles%29#!divAbstract

Despite the undisputed advances and progress in metal-catalyzed C–H functionalizations, this atom-economical approach had thus far largely been developed with the aid of various metal catalysts that were operative in a homogeneous fashion. 

While thereby major progress was accomplished, these catalytic systems featured notable disadvantages, such as low catalyst recyclability. This review summarizes the development of user-friendly, recyclable and easily separable heterogeneous catalysts for C–H activation.

This strategy was characterized by a remarkably broad substrate scope, considerable levels of chemo- and site-selectivities and proved applicable to C–C as well as C–heteroatom formation processes. 

Thus, recyclable catalysts were established for arylations, hydroarylations, alkenylations, acylations, nitrogenations, oxygenations, or halogenations, among others. The rapid recent progress in selective heterogeneous C–H functionalizations during the last decade until December 2015 is reviewed.

Heterogeneous catalytic approaches in C–H activation reactions

Stefano Santoro,^a   Sergei I. Kozhushkov,^b  Lutz Ackermann*^b and   Luigi Vaccaro*^a  

*

Corresponding authors

^a

Laboratory of Green Synthetic Organic Chemistry, Dipartimento di Chimica Biologia e Biotecnologie, Università di Perugia, Via Elce di Sotto, 8 – 06123 Perugia, Italy 
E-mail: luigi.vaccaro@unipg.it
Web: http://www.dcbb.unipg.it/greensoc

^b

Institut für Organische und Biomolekulare Chemie, Georg-August-Universität Göttingen, Tammannstrasse 2, 37077 Göttingen, Germany 
E-mail: Lutz.Ackermann@chemie.uni-goettingen.de
Web: http://www.ackermann.chemie.uni-goettingen.de

Green Chem., 2016, Advance Article

DOI: 10.1039/C6GC00385K     

Laboratory of Green Synthetic Organic Chemistry, Dipartimento di Chimica Biologia e Biotecnologie, Università di Perugia, Via Elce di Sotto, 8 – 06123 Perugia, Italy 
E-mail: luigi.vaccaro@unipg.it
Web: http://www.dcbb.unipg.it/greensoc

Extra clips
 C-H Activation :: Wiley-VCH Hot Topics

www.wiley-vch.de

 
 The Yu Lab

www.scripps.edu

"Ligand-Enabled Triple C-H Activation Reactions: One-Pot Synthesis of Diverse 4-Aryl-2-quinolinones from Propionamides" Angew. Chem. Int. Ed. 2014, 53, ...

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DOI: 10.1039/C3GC40811F, Paper

Pierdomenico Biasi,*^a   Juan García-Serna,*^b   Alice Bittante^a and  Tapio Salmi^a

*

Corresponding authors

^a

Department of Chemical Engineering, Åbo Akademi University, Turku/Åbo, Finland
E-mail: bpierdom@abo.fi ;
Fax: +358 2 215 4479 ;
Tel: +358 2 215 4555

^b

Department of Chemical Engineering and Environmental Technology, University of Valladolid, Valladolid, Spain
E-mail: jgserna@iq.uva.es

Hydrogen peroxide direct synthesis was studied in continuous mode over a 5% wt Pd/C commercial catalyst in a Trickle Bed Reactor.

Iodine-mediated arylation of benzoxazoles with aldehydes

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*

Corresponding authors

^a

Institute of Bioengineering and Nanotechnology, 31 Biopolis Way, The Nanos, Singapore 138669, Singapore
E-mail: ygzhang@ibn.a-star.edu.sg ;
Fax: (+65) 6478-9020

A simple and efficient methodology for the arylation of benzoxazoles with aldehydes using iodine as the mediator has been developed

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Goutam Brahmachari*, Lalan Ch. Mandal, Dilip Gorai, Avijit Mondal, Sajal Sarkar and Sasadhar Majhi

Doi: 10.3184/174751911X13220462651507

read all at

http://www.sciencereviews2000.co.uk/blog/view/journal-of-chemical-research/58/a-new-labdane-diterpene-from-rauvolfia-tetraphylla-linn-apocynaceae/552

Chemistry Living and Systems: 123.101 Lecture 1

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Chemistry Living and Systems: 123.101 Lecture 1 from Gareth Rowlands

Catalyst duo exerts powerful stereocontrol

The dual catalyst enables selective access to the required stereoisomer © Science/AAAS

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References

S Krautwald et al, Science, 2013, DOI: 10.1126/science.1237068

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read all at

http://scicasts.com/bioit/1858-drug-development/6186-lab-reproduction-of-marine-compound-with-antibiotic-properties

From left to right, this image shows researchers Mercedes Alvárez, Xavier Just-Baringo and Fernando Albericio from the IRB Barcelona.
(Photo Credit: IRB Barcelona)

Xavier Just, PhD student at IRB Barcelona, has reproduced the natural structure in the lab

 Reference article:
Total Synthesis and Stereochemical Assignment of Baringolin
Xavier Just-Baringo, Paolo Bruno, Lars K. Ottesen, Librada M. Cañedo, Fernando Albericio and Mercedes Álvarez.
Angewandte Chemie (2013) http://dx.doi.org/10.1002/ange.201302372 (German Edition) http://dx.doi.org/10.1002/anie.201302372 (International Edition)