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Synlett 2020; 31(16): 1629-1633
DOI: 10.1055/s-0040-1707218
DOI: 10.1055/s-0040-1707218
letter
Palladium-Catalyzed Cyanation under Mild Conditions: A Case Study to Discover Appropriate Substrates among Halides and Pseudohalides
Autoren
The authors are thankful to Sri Siddhartha Academy of Higher Education and Karnataka Council for Technological Upgradation (KCTU) for rendering all the facilities to carry out the research work. Vasiliy Bakulev is thankful to the Russian Science Foundation (Grant No. 18-13-00161).
Weitere Informationen
Publikationsverlauf
Received: 02. Juni 2020
Accepted after revision: 03. Juli 2020
Publikationsdatum:
07. August 2020 (online)
Abstract
A case study has been effectively carried out to identify a suitable substrate among halides and pseudohalides for the palladium-catalyzed cyanation reactions under mild conditions. Among the various substrates considered for evaluation, aryl pentafluorobenzenesulfonates and nonaflates were identified to be the best substrates when compared to corresponding halides and pseudohalides. The substoichiometric use of nontoxic, environmentally benign potassium hexacyanoferrate as a cyanide source and exceptionally milder conditions further highlights the significance of the protocol developed. A wide range of electronically biased and sterically challenging substrates provided the corresponding the nitriles in good to excellent yields.
Key words
palladium - pentafluorobenzenesulfonates - nonaflates - potassium hexacyanoferrate - cyanationSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0040-1707218.
- Supporting Information (PDF) (opens in new window)
-
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