Organic letters

Palladium-catalyzed cleavage of O/N-propargyl protecting groups in aqueous media under a copper-free condition1

M Pal, K Parasuraman, KR Yeleswarapu

Index: Pal, Manojit; Parasuraman, Karuppasamy; Yeleswarapu, Koteswar Rao Organic Letters, 2003 , vol. 5, # 3 p. 349 - 352

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Citation Number: 82

Abstract

A copper-free palladium-mediated cleavage of O/N-propargyl bonds in aqueous media has been investigated, affording a mild and convenient method for the deprotection of phenols and anilines. The methodology could be utilized for the selective removal of propargyl groups from aryl ethers and amines without affecting a variety of unprotected functional groups present in the substrates. The mechanism and scope of the reaction is discussed.