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Synthesis 2017; 49(10): 2231-2240
DOI: 10.1055/s-0036-1588712
DOI: 10.1055/s-0036-1588712
paper
Synthesis of 4-Nitro-N-phenyl-1,8-naphthalimide Annulated to Thia- and Azacrown Ether Moieties
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Publication History
Received: 02 November 2016
Accepted after revision: 20 January 2017
Publication Date:
14 February 2017 (online)
Abstract
Two convenient procedures for the synthesis of thia- and azacrown ether containing 4-nitro-1,8-naphthalimides have been developed. The first procedure is based on the amination of 1,8-naphthalic anhydride with crown-containing anilines. The second procedure includes the macrocyclization reaction of N-[1,2-bis(2-haloethoxy)phenyl]naphthalimide derivative with terminal thiols or methylamines. A strategy based on a macrocyclization is flexible and variable and also allows the use of the synthetic approach for more complex compounds.
Supporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0036-1588712.
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