Tetrahedron letters

Boron trichloride as an efficient and selective agent for deprotection of tert-butyl aryl sulfonamides

Y Wan, X Wu, MA Kannan, M Alterman

Index: Wan, Yiqian; Wu, Xiongyu; Kannan, Mahalingam A.; Alterman, Mathias Tetrahedron Letters, 2003 , vol. 44, # 24 p. 4523 - 4525

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Citation Number: 17

Abstract

A fast, mild and selective method for deprotection of tert-butyl aryl sulfonamides utilizing BCl3 as deprotection reagent has been developed. A variety of tert-butyl aryl sulfonamides used under these conditions gave the corresponding primary sulfonamides in high yields. The method does not cleave methoxy groups and prevents incorporation of tert-butyl groups onto electron-rich aromatic rings.