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Palladium-catalyzed nucleophilic substitution reactions of propargyl halides 1 with n -PrSH proceed smoothly with excellent yield by using dppe (dppe > P( t -Bu) 3 > PPh 3 > P(biphenyl)( t -Bu) 2 ) in polar solvent (DMF- d 7 > chloroform- d > benzene- d 6 ). A suitable catalytic intermediate in this reaction is discussed. In addition, dppe was found to be an efficient ligand in the reaction of allyl chloride with thiol.
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Tsutsumi et al. (2003) studied this question.
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