The DOI matches its Crossref record; 23 of the 23 references it cites were found in a registry or an index.
Palladium‐Based Catalytic Systems for the Synthesis of Conjugated Enynes by Sonogashira Reactions and Related Alkynylations
Abstract
Conjugated alkynes are recurring building blocks in natural products, a wide range of industrial intermediates, pharmaceuticals and agrochemicals, and molecular materials for optics and electronics. The palladium‐catalyzed cross‐coupling between sp 2‐hybridized carbon atoms of aryl, heteroaryl, and vinyl halides with sp‐hybridized carbon atoms of terminal acetylenes is one of the most important developments in the field of alkyne chemistry over the past 50 years. The seminal work of the 1970s has initiated an intense search for more general and reliable reaction conditions. The interest in the catalytic activation of demanding substrates, the need to minimize the consumption of depletive resources, and the search for easy access to an increased variety of functionalized enynes has led to the current generations of high‐turnover catalysts. This Review gives an overview of the highly efficient palladium catalyst systems for the direct alkynylation of C(sp 2) halides with terminal alkynes, both in homogeneous and heterogeneous phases.
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Cites
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N-Heterocyclic Carbenes: A New Concept in Organometallic Catalysis
Herrmann, W. A. (2002) · Angewandte Chemie International Edition · doi:10.1002/1521-3773(20020415)41:8<1290::aid-anie1290>3.0.co;2-y · Cited by 3,769
Palladium‐Catalyzed Cross‐Coupling Reactions in Total Synthesis
Nicolaou, K. C., Bulger, P. G., & Sarlah, D. (2005) · Angewandte Chemie International Edition · doi:10.1002/anie.200500368 · Cited by 2,708
Palladium-Catalyzed Coupling Reactions of Aryl Chlorides
Littke, A. F., & Fu, G. C. (2002) · Angewandte Chemie International Edition · doi:10.1002/1521-3773(20021115)41:22<4176::aid-anie4176>3.0.co;2-u · Cited by 2,700
Poly(aryleneethynylene)s: Syntheses, Properties, Structures, and Applications
Bunz, U. H. F. (2000) · Chemical Reviews · doi:10.1021/cr990257j · Cited by 1,661
Recent homogeneous catalytic applications of chelate and pincer N-heterocyclic carbenes
Peris, E., & Crabtree, R. H. (2004) · Coordination Chemistry Reviews · doi:10.1016/j.ccr.2004.04.014 · Cited by 1,124
Palladium catalyzed synthesis of aryl, heterocyclic and vinylic acetylene derivatives
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Synthesis of Naturally Occurring Polyynes
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Cited by
Recent advances in Sonogashira reactions
Chinchilla, R., & Nájera, C. (2011) · Chemical Society Reviews · doi:10.1039/c1cs15071e · Cited by 1,541
Alkyne-Tag Raman Imaging for Visualization of Mobile Small Molecules in Live Cells
Yamakoshi, H., Dodo, K., Palonpon, A., Ando, J., Fujita, K., Kawata, S., & Sodeoka, M. (2012) · Journal of the American Chemical Society · doi:10.1021/ja308529n · Cited by 461
Metadata
- Authors
- Doucet, H., & Hierso, J.
- Venue
- Angewandte Chemie International Edition
- Publisher
- Wiley
- Published
- 2007-01-22
- Volume
- 46
- Issue
- 6
- Pages
- 834-871
- ISSN
- 1433-7851 (ISSN-L)
- 1521-3773
- OpenAlex
- W2005578638
- Cited by
- 854
- References
- 23
- FWCI
- 33.07
- Type
- journal article
- Language
- en
- Open access
- closed
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- Doucet, H., & Hierso, J. (2007). Palladium‐Based Catalytic Systems for the Synthesis of Conjugated Enynes by Sonogashira Reactions and Related Alkynylations. Angewandte Chemie International Edition. https://doi.org/10.1002/anie.200602761
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