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

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

[reaction: see text] 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...

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Veröffentlicht in:Organic letters 2003-02, Vol.5 (3), p.349-352
Hauptverfasser: Pal, Manojit, Parasuraman, Karuppasamy, Yeleswarapu, Koteswar Rao
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container_title Organic letters
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creator Pal, Manojit
Parasuraman, Karuppasamy
Yeleswarapu, Koteswar Rao
description [reaction: see text] 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.
doi_str_mv 10.1021/ol027382t
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title Palladium-catalyzed cleavage of O/N-propargyl protecting groups in aqueous media under a copper-free condition
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