Retro-Claisen benzylation: direct use of benzyl alcohols in Pd-catalyzed couplings with nitriles
Literature Information
Tapan Maji, Kinthada Ramakumar, Jon A. Tunge
A new strategy has been developed for the benzylation of nitriles directly from benzyl alcohols. In this process benzyl alcohols undergo retro-Claisen activation with cyanoacetic esters to generate an active electrophile and a carbanionic nucleophile. In the presence of Pd(0) these intermediates undergo catalytic coupling to generate a new C–C bond, resulting in the formation of phenyl propionitriles.
Recommended Journals

Journal of Medicinal Chemistry

Journal of Organometallic Chemistry

Fibre Chemistry

Molecular Pharmacology

Israel Journal of Chemistry

Planta Medica

Proceedings of the National Academy of Sciences of the United States of America

Journal of Heterocyclic Chemistry

Organic Preparations and Procedures International

Helvetica Chimica Acta
Related Literature
Decoupling strain and ligand effects in ternary nanoparticles for improved ORR electrocatalysis
Paul C. Jennings, Steen Lysgaard, Heine A. Hansen, Tejs Vegge
DOI: 10.1039/C6CP04194A
Characterizing a nonclassical carbene with coupled cluster methods: cyclobutylidene
Xiao Wang, Jay Agarwal, Henry F. Schaefer III
DOI: 10.1039/C6CP03513B
Organic heterocyclic molecules become superalkalis
G. Naaresh Reddy, Santanab Giri
DOI: 10.1039/C6CP04430A
Stepwise collapse of highly overlapping electrical double layers
N. D. Spencer
DOI: 10.1039/C6CP04222H
Performance enhancement of organic photovoltaic devices enabled by Au nanoarrows inducing surface plasmonic resonance effect
Zhiqi Li, Xinyuan Zhang, Zhihui Zhang, Chunyu Liu, Liang Shen, Wenbin Guo, Shengping Ruan
DOI: 10.1039/C6CP04302J
The photoenhanced aging process of soot by the heterogeneous ozonization reaction
DOI: 10.1039/C6CP03938C
Correction: Chiral sensing of amino acids and proteins chelating with EuIII complexes by Raman optical activity spectroscopy
Tao Wu, Jiří Kessler, Petr Bouř
DOI: 10.1039/C6CP90213H
Peptides@mica: from affinity to adhesion mechanism
T. Gladytz, R. Hassert, M. Pagel, H. J. Risselada, S. Naumov, A. G. Beck-Sickinger
DOI: 10.1039/C6CP03325C
Impact of the Si/Al ratio on the selective capture of iodine compounds in silver-mordenite: a periodic DFT study
Siwar Chibani, Mouheb Chebbi, Sébastien Lebègue, Laurent Cantrel, Michael Badawi
DOI: 10.1039/C6CP05015H
You might also like
Is 2-(2-chloroacetamido)-3-phenylpropanoic acid (CAS: 7765-11-9) safe?
2-(2-Chloroacetamido)-3-phenylpropanoic acid (CAS: 7765-11-9) is generally consi...
Is 2-(Benzyloxy)-5-bromobenzoic acid (CAS: 62176-31-2) safe?
2-(Benzyloxy)-5-bromobenzoic acid can be handled safely if appropriate precautio...
What is (4-Methyl-1,2,5-oxadiazol-3-yl)methanamine hydrochloride (CAS: 1159825-48-5)?
(4-Methyl-1,2,5-oxadiazol-3-yl)methanamine hydrochloride is a chemical compound ...
What is 2-(5-Hexylthiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS: 917985-54-7)?
2-(5-Hexylthiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS: 917985-54...
Are there alternatives to 4-(8-Methyl-9H-1,3-dioxolo[4,5-h][2,3]benzodiazepin-5-yl)benzenamine (CAS: 102771-26-6) in synthesis?
While 4-(8-Methyl-9H-1,3-dioxolo[4,5-h][2,3]benzodiazepin-5-yl)benzenamine (CAS:...
What is the market or research trend for tert-butyl 3-hydroxy-4,5,7,8-tetrahydro-2H-pyrazolo[3,4-d]azepine-6-carboxylate (CAS: 851376-80-2)?
The market for tert-butyl 3-hydroxy-4,5,7,8-tetrahydro-2H-pyrazolo[3,4-d]azepine...
How should waste containing 3,5-Diamino-1H-pyrazole-4-carbonitrile (CAS: 6844-58-2) be handled?
Waste containing 3,5-Diamino-1H-pyrazole-4-carbonitrile (CAS: 6844-58-2) should ...
How is (6-Fluoro-3-pyridinyl)boronic acid (CAS: 351019-18-6) typically synthesized?
(6-Fluoro-3-pyridinyl)boronic acid can be synthesized through the reaction of 6-...
What industries use Dibenzyl carbonimidoylbiscarbamate (CAS: 10065-79-9)?
Dibenzyl carbonimidoylbiscarbamate (CAS: 10065-79-9) finds applications in vario...
What is the market or research trend for (beta,beta,2,3,4,5,6-~2~H_7_)Phenylalanine (CAS: 74228-83-4)?
The market for (beta,beta,2,3,4,5,6-~2~H_7_)Phenylalanine (CAS: 74228-83-4) is g...
Source Journal
Chemical Communications

ChemComm publishes urgent research which is of outstanding significance and interest to experts in the field, while also appealing to the journal’s broad chemistry readership. Our communication format is ideally suited to short, urgent studies that are of such importance that they require accelerated publication. Our scope covers all topics in chemistry, and research at the interface of chemistry and other disciplines (such as materials science, nanoscience, physics, engineering and biology) where there is a significant novelty in the chemistry aspects. Major topic areas covered include: Analytical Chemistry Catalysis Chemical Biology and medicinal chemistry Computational Chemistry and Machine Learning Energy and sustainable chemistry Environmental Chemistry Green Chemistry Inorganic Chemistry Materials Chemistry Nanoscience Organic Chemistry Physical Chemistry Polymer Chemistry Supramolecular Chemistry




