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In situ generation of 1-propyne: A useful introduction of 1-propyne on unsaturated halogenated compounds through the sonogashira reaction
Reaction of (E/Z)-1-bromopropene with exactly 1.42 equivalents of nBuLi followed by addition of water produces in situ a THF solution of propyne. Addition of a vinylic or aromatic halogenated substrates, Pd(PPh3)2Cl2, CuI and an amine to this solution give high yield of the corresponding coupling product beating a propyne moiety. This practical procedure avoids the use of expensive and inflammable propyne gas which need a special apparatus for bubbling it into the reaction flask.
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Reference£º
Pyridazine – Wikipedia,
Pyridazine | C4H4N3024 – PubChem