Phenylacetylene, reaction with acetophenone oxime

Later, Yurovskaya et al. have reported [287] that when the reaction of acetophenone oxime with phenylacetylene is conducted without a solvent, using potassium oximate as the base under rigorous conditions (140°C, 6 h), approximately equal amounts (5%-6%) of 2,4- and 2,5-diphenylsubstituted pyrroles are isolated. 

The reaction of acetophenone oxime with phenylacetylene in the LiOH/DMSO system (1 1 molar ratio, 130°C, 5 h) delivers 2,4,6-triphenylpyridine (2.5% yield), along with the expected 2,5-diphenylpyrrole and acetophenone as by-product (Scheme 1.155) [327]. 

SCHEME 1.161 Trace formation of -terphenyl in the reaction of acetophenone oxime with phenylacetylene in the system NaOH/DMSO. 

Petrova, O.V., L.N. Sobenina, LA. Ushakov et al. 2009. Reaction of acetophenone and benzylphenylketone oximes with phenylacetylene Synthesis of di- and triphenylpyr-roles. Arkivoc iv 14—20. 

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