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Palladium-Catalyzed Cyanation under Mild Conditions: A Case Study to Discover Appropriate Substrates among Halides and Pseudohalides

Merla Arjuna Rajendra, K. Sunil*, Ayyiliath Meleveetil Sajith, Muthipeedika Nibin Joy, Vasiliy A. Bakulev, Karickal Raman Haridas

*Department of Chemistry, SSIT, Sri Siddhartha Academy of Higher Education, Tumkur-572107, Karnataka, India, Email: sunilk999gmail.com

M. A. Rajendra, K. Sunil, A. M. Sajith, M. N. Joy, V. A. Bakulev, K. R. Haridas, Synlett, 2020, 31, 1629-1633.

DOI: 10.1055/s-0040-1707218 (free Supporting Information)


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Abstract

Aryl pentafluorobenzenesulfonates and nonaflates were identified to be good substrates for palladium-catalyzed cyanation reactions under very mild conditions using nontoxic, environmentally benign potassium hexacyanoferrate as a cyanide source. A wide range of electronically biased and sterically challenging substrates provided the corresponding the nitriles in very good yields.

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Key Words

cyanation, palladium, nonaflates, pentafluorobenzenesulfonates, potassium hexacyanoferrate


ID: J72-Y2020