83179-45-7Relevant academic research and scientific papers
Ruthenium-Catalyzed Cycloisomerization of 2-Alkynylstyrenes via 1,2-Carbon Migration That Leads to Substituted Naphthalenes
Watanabe, Takuma,Abe, Haruka,Mutoh, Yuichiro,Saito, Shinichi
supporting information, p. 11545 - 11549 (2018/08/17)
A ruthenium-catalyzed carbocyclization of 2-alkynylstyrenes that involves a very rare 1,2-carbon migration of internal alkynes is reported. Various 1,2-di -and 1,4,7-trisubstituted naphthalenes are synthesized. Mechanistic studies revealed that this reaction proceeds via a disubstituted vinylidene complex as the key intermediate by 1,2-carbon migration of the 2-alkynylstyrenes.
The Photochemistry of 2-Vinyldiphenylacetylene and Related Compounds
Brouw, Paul M. op den,Laarhoven, Wim H.
, p. 795 - 800 (2007/10/02)
Irradiation of solutions of 2-vinyldiphenylacetylene (5) under anaerobic conditions gives 2-phenylnaphtalene (9) in 90 percent yield.Several derivatives of (5) behave similarly.The reaction is ascribed to the primary formation of a cyclic allene (29), as has been proposed previously for the analogous photocyclization of 1,4-diarylbutenynes into phenylaromatic compounds.The end-product arises from (29) either via a 1,5-hydrogen shift or by addition and elimination of a proton.Irradiation of 2-ethynylstilbene (21) also yields (9), but 1-ethynylphenanthrene (22) is formed as a side-product.
