Aryl, Alkyl bis-Silyl Ethers: Rapid Access to Monoprotected Aryl Alkyl and Biaryl Ethers

Abstract

A simple one-pot procedure has been developed for the selective etherification of aryl silyl ethers in aryl, alkyl bis-silyl ethers to generate alkyl tert-butyldimethylsilyl-protected aryl alkyl ethers and biaryl ethers in good to excellent yields.

Key words

protecting groups - phenols - LiOH/DMF - ethers - selective etherification

References

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14

Preparation of 8 will be reported elsewhere.

15

It is noteworthy that the ester groups in both 7a and 7b remained intact after exposure to 3.0 equiv of LiOH/DMF at r.t. and the coupled product 9 could be obtained in excellent yields.