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.
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