Journal
TETRAHEDRON LETTERS
Volume 54, Issue 45, Pages 6012-6014Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2013.08.066
Keywords
Nefkens' reagent; Acyl phthalimide; Gabriel reaction; Acyl transfer
Categories
Funding
- Illinois State University
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [1039689] Funding Source: National Science Foundation
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A series of N-substituted phthalimides have been prepared in an effort to explore synthetic variants of the Nefkens' reagent. Three N-acylphthalimides [R = -CH3, -CH2CH3, and -C(CH3)(3)] were prepared and employed for the protection of a series of representative amines. In addition, an N-methanesulfonylphthalimide and N-(diethylphosphoryl)phthalimide were also prepared. It was determined that among the phthalimides that were prepared N-propanoylphthalimide was the most effective reagent for the protection reaction. (C) 2013 Elsevier Ltd. All rights reserved.
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