[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.
We herein report the efficient syntheses of 4-(hetero)aryl-substituted 1-chlorophthalazines via heteroarylation of arenes/heteroarenes through AlCl(3)-induced C[bond]C formation reactions. A number of (hetero)arenes were reacted with 1,4-dichlorophthalazine to give aryl/heteroaryl-substituted phthalazines in good to excellent yields. Many of them were converted to the corresponding phthalazin-1(2H)-ones.
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