Continuous Flow Ni- or Ru-Zeolite-Catalyzed Intramolecular Dehydration of Diols and Seco-Acids for Macrocyclic Ethers and Lactones

Herein, we report the efficient intramolecular dehydrative coupling of symmetrical and unsymmetrical diols for the synthesis of macrocyclic crown ethers in the presence of Ni-zeolite as a catalyst under continuous flow module. This method is also efficient for the intramolecular dehydrative macrolac...

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Bibliographic Details
Published in:Journal of organic chemistry Vol. 89; no. 22; pp. 16444 - 16462
Main Authors: Sutar, Dashrat V., Jamdade, Akash B., Swami, Gourishankar B., Jadhav, Pramod M., Gnanaprakasam, Boopathy
Format: Journal Article
Language:English
Published: United States American Chemical Society 15-11-2024
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Summary:Herein, we report the efficient intramolecular dehydrative coupling of symmetrical and unsymmetrical diols for the synthesis of macrocyclic crown ethers in the presence of Ni-zeolite as a catalyst under continuous flow module. This method is also efficient for the intramolecular dehydrative macrolactonization of seco-acids using Ni-zeolite or Ru-zeolite. This flow catalysis is demonstrated by a wide substrate scope with one-time packed Ni-zeolite to produce 20 macrocyclic polyethers and 11 examples of broad macrolactones with water as a byproduct.
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ISSN:0022-3263
1520-6904
1520-6904
DOI:10.1021/acs.joc.4c01692