Tolane 4-methoxy

K. H. Dotz, Synthesis of the Naphthol Skeleton from Pentacarbonyl[methoxy(phenyl)-carbene]chromium(0) and Tolane, Angew. Chem. Int. Ed. Engl. 14, 644-645 (1975). 

Dotz, K. H. Synthesis of the naphthol skeleton from pentacarbonyl[methoxy(phenyl)carbene]chromium(0) and tolan. Angew. Chem. 1975, 87, 672-673. 

Various Carbocyclic Fused Systems.—l,3-diphenyl-4//-5,6-dihydrocyclo-penta[c]thiophen-c/5-4,6-dicarboxylic acid has been prepared by the reaction of the appropriate 1,4-diketo-derivative with phosphorus pentasulphide. The reaction of (169) with tolane gave (170). Acylation of 2-methoxy-... 

The tuning of properties by synthesizing HBCs with functional groups also allows new applications. One example is the cyclotrimerization of double substituted tolane 85 (methylaryl and methoxy aryl protected arylamine), which yielded both possible isomers 86 and 87 in statistical yields (Scheme 19). These... 

In 2013, a C-H activation route to dibenzopentalenes was discovered by the Itami group (Scheme 2.16) [49]. Through a series of electrophilic palladations and insertions, the diphenyldibenzopentalene 14i was constructed in 52% yield. Notably, this method obviates the need for ortho-functionalized precursors as in prior examples. Over the course of a mechanistic study, it was found that the first C-H palladation event was sensitive to the electronic nature of the substrate and the subsequent alkyne insertion proceeded irrespective of it. Electron-poor / -trifluoromethyl-substituted tolans were excellent substrates (14m, 79% yield), and /w-substituted tolans were decent as well (14n, 53% yield 14o, 66% yield) however, / -methoxy-substituted tolans provided no product. 

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