1067073-74-8Relevant articles and documents
Microwave-assisted cleavage of aryl methyl ethers with lithium thioethoxide (LiSEt)
Cvengro?, Ján,Neufeind, Stefan,Becker, Anne,Schmalz, Hans-Günther
, p. 1993 - 1998 (2008)
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, i.e. 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 performed in DMF as a solvent, can be greatly accelerated through microwave irradiation. In this case, the monodemethylated products are usually formed in high (80-99%) yield within only 15 minutes.