A facile chemoselective deprotection of aryl silyl ethers using sodium hydride/DMF and in situ protection of phenol with various groups

Rodney A. Fernandes; Sachin P. Gholap; Sandip V. Mulay

doi:10.1039/c4ra00842a

A facile chemoselective deprotection of aryl silyl ethers using sodium hydride/DMF and in situ protection of phenol with various groups

Rodney A. Fernandes^*, Sachin P. Gholap, Sandip V. Mulay

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

Abstract

An efficient method for the selective removal of aryl silyl protection using NaH in DMF solvent is developed. The method is rapid, operationally simple and can be carried out at room temperature. Excellent chemoselectivity and high yields of phenol products are other advantages of this method. A one-pot desilylation and reprotection as aryl alkyl ethers and esters has also been demonstrated.

Original language	English
Pages (from-to)	16438-16443
Number of pages	6
Journal	RSC Advances
Volume	4
Issue number	32
DOIs	https://doi.org/10.1039/c4ra00842a
State	Published - 2014
Externally published	Yes

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10.1039/c4ra00842a

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AU - Gholap, Sachin P.

AU - Mulay, Sandip V.

PY - 2014

Y1 - 2014

N2 - An efficient method for the selective removal of aryl silyl protection using NaH in DMF solvent is developed. The method is rapid, operationally simple and can be carried out at room temperature. Excellent chemoselectivity and high yields of phenol products are other advantages of this method. A one-pot desilylation and reprotection as aryl alkyl ethers and esters has also been demonstrated.

AB - An efficient method for the selective removal of aryl silyl protection using NaH in DMF solvent is developed. The method is rapid, operationally simple and can be carried out at room temperature. Excellent chemoselectivity and high yields of phenol products are other advantages of this method. A one-pot desilylation and reprotection as aryl alkyl ethers and esters has also been demonstrated.

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A facile chemoselective deprotection of aryl silyl ethers using sodium hydride/DMF and in situ protection of phenol with various groups

Abstract

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