Microwave-assisted cleavage of aryl methyl ethers with lithium thioethoxide (LiSEt)
J Cvengroš, S Neufeind, A Becker, HG Schmalz
Index: Cvengros, Jan; Neufeind, Stefan; Becker, Anne; Schmalz, Hans-Guenther Synlett, 2008 , # 13 p. 1993 - 1998
Full Text: HTML
Citation Number: 2
Abstract
Abstract Lithium thioethoxide (LiSEt), a white solid easily prepared from EtSH and n-BuLi in hexane, was identified as a highly efficient reagent for the cleavage (O-demethylation) of aryl methyl ethers, ie methyl-protected phenols. Of particular synthetic value are applications in the double deprotection of 1, 2-dimethoxyarenes (to give catechols) and in the selective monodeprotection of di-and trimethoxyarenes. The thermal reactions, which are usually ...
Related Articles:
[Kirkemo, Curtis L.; White, James D. Journal of Organic Chemistry, 1985 , vol. 50, # 8 p. 1316 - 1319]
Potential antisecretory antidiarrheals. 2.. alpha. 2-Adrenergic 2-[(aryloxy) alkyl] imidazolines
[Moormann, Alan E.; Pitzele, Barnett S.; Jones, P. H.; Gullikson, Gary W.; Albin, David; et al. Journal of Medicinal Chemistry, 1990 , vol. 33, # 2 p. 614 - 626]
Potential antisecretory antidiarrheals. 2.. alpha. 2-Adrenergic 2-[(aryloxy) alkyl] imidazolines
[Moormann, Alan E.; Pitzele, Barnett S.; Jones, P. H.; Gullikson, Gary W.; Albin, David; et al. Journal of Medicinal Chemistry, 1990 , vol. 33, # 2 p. 614 - 626]
Potential antisecretory antidiarrheals. 2.. alpha. 2-Adrenergic 2-[(aryloxy) alkyl] imidazolines
[Moormann, Alan E.; Pitzele, Barnett S.; Jones, P. H.; Gullikson, Gary W.; Albin, David; et al. Journal of Medicinal Chemistry, 1990 , vol. 33, # 2 p. 614 - 626]
The directed ortho-lithiation of aryl tetramethylphosphorodiamidates.
[Watanabe; Date; Kawanishi; Hori; Furukawa Chemical and Pharmaceutical Bulletin, 1990 , vol. 38, # 10 p. 2637 - 2643]