Projects per year
Abstract
2-Benzyl-N-tosylbenzamides and related substrates undergo copper-catalyzed intramolecular sulfamidation at the ben-zylic methylene to give N-arylsuflonyl-1-arylisoindolinones, which can be N-deprotected using samarium iodide to generate the free 1-arylisoindolinones. Preliminary mechanistic studies indicate that the rate-determining step is not C-H bond cleavage, but are instead consistent with slow oxidation of a copper π-arene intermediate.
Original language | English |
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Pages (from-to) | 1719-1725 |
Number of pages | 7 |
Journal | Journal of Organic Chemistry |
Volume | 82 |
Issue number | 3 |
Early online date | 13 Jan 2017 |
DOIs | |
Publication status | Published - 3 Feb 2017 |
Keywords
- Copper
- C-H activation
- amidation
- sulfamidation
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Dive into the research topics of 'Isoindolinones via Copper-Catalyzed Intramolecular Benzylic C-H Sulfamidation'. Together they form a unique fingerprint.Projects
- 1 Finished
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3-month Core Capability for Chemistry Research
Crosby, J. (Principal Investigator)
1/01/13 → 1/04/13
Project: Research