Sulfonamidation of Aryl and Heteroaryl Halides through Photosensitized Nickel Catalysis
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...
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Veröffentlicht in: | Angewandte Chemie International Edition 2018-03, Vol.57 (13), p.3488-3492 |
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Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | 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.
A method for C−N bond formation between sulfonamides and aryl electrophiles is reported. This method 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. |
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ISSN: | 1433-7851 1521-3773 |
DOI: | 10.1002/anie.201800699 |