Sulfonamidation of Aryl and Heteroaryl Halides through Photosensitized Nickel Catalysis |
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| Authors: | Taehoon Kim Stefan J. McCarver Prof. Dr. Chulbom Lee Prof. Dr. David W. C. MacMillan |
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| Affiliation: | 1. Department of Chemistry, Seoul National University, Seoul, South Korea;2. http://www.princeton.edu/chemistry/macmillan/;3. Merck Center for Catalysis at Princeton University, Princeton, NJ, USA |
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| Abstract: | Herein we report a highly efficient method for nickel‐catalyzed C?N bond formation between sulfonamides and aryl electrophiles. This technology provides generic access to a broad range of N‐aryl and N‐heteroaryl sulfonamide motifs, which are widely represented in drug discovery. Initial mechanistic studies suggest an energy‐transfer mechanism wherein C?N bond reductive elimination occurs from a triplet excited NiII complex. Late‐stage sulfonamidation in the synthesis of a pharmacologically relevant structure is also demonstrated. |
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| Keywords: | energy transfer heterocycles nickel photocatalysis sulfonamides |
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