Facile Transformation of the Hydroxy‐Substituted Oxathiacrown Ethers

SYNTHETIC COMMUNICATIONS(2006)

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Abstract
9(12)-Hydroxy-dithia-13(16)-crown-4(6)-Eethers have been prepared by the condensing an oligoethylene glycol dithiol with 2,3-dibromo-1-propanol. Methods of oxidation, halogenation, amination, and esterification of the 9-hydroxythiacrown ether, producing corresponding oxathiacrown ether derivatives in good yields, have been developed. Cyclic destruction has not been found in the studied reactions. The change of the oxathiamacrocyclic ring size in the course of the halogenation and amination reactions was revealed.
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Key words
crown ether,2,3-dibromo-1-propanol,esterification,halogenation,oligoethylene glycol dithiol,oxidation
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