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Synthesis 1987; 1987(11): 1019-1020
DOI: 10.1055/s-1987-28155
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Synthesis of a Crown Ether Containing a Pyrrole Subcyclic Unit

Lizhi Zhu* , Dekang Shen
  • *Institute of Chemistry, Academia Sinica, Beijing, People's Republic of China
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Publication Date:
12 September 2002 (online)

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Crown ether 3, containing a pyrrole subcyclic unit, is prepared according to two different synthetic routes. According of the first route 2, 5-bis[3-methyl-2-hydroxyphenyl]pyrrole (2) is cyclized with 1, 11-dibromo-3,6,9-trioxaundecane. According to the second route, a crown ether containing a 1,4-diketone unit is prepared first, followed by cyclization to form the pyrrole subcyclic unit. However, if the cavity in the crown ether ring system is small, the cyclization of 1,4-diketone unit does not success.