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Indole compounds carbon monoxide reactions

In place of carbon monoxide, isocyanides are often used as the isoelectronic compound. In 1986, Jones et al. reported that the low-valent ruthenium phosphine complex catalyzed intramolecular insertion of isocyanide into the sp3 C-H bond under thermal conditions (Eq. 33) [60,61 ]. Their finding provided a new route for synthesis of indole. An interesting feature of their reaction is that C-H bond cleavage occurs even in the presence of an excess of the trapping ligand, i.e., isocyanide. [Pg.61]

Even indoles bearing acyl or phenylsulfonyl substituents on nitrogen, are easily palladated at moderate temperatures, substitution occuring at C-3, or at the 2-position if C-3 is occupied. The metallated products are seldom isolated but allowed to react with acrylates, other alkenes (Heck reaction), or carbon monoxide in situ. Although electrophilic palladation normally requires one equivalent of palladium(II), the incorporation of reoxidants selective for Pd(0), such as t-butyl perbenzoate or copper(II) compounds, allows catalytic conversions to be carried out. ... [Pg.335]

There has been a review of palladium-catalysed carbonylative coupling reactions of aryl halides with carbon nucleophiles in the presence of carbon monoxide. It has been shown that rhodium is an efficient catalyst for the homocoupling reaction of arylzinc compounds in the presence of 1 atm of carbon monoxide to give diaryl ketones. Under similar conditions, palladium and nickel catalysts yield biaryls. The beneficial catalysis by rhodium is likely to derive from the ease of migration of the aryl ligand to carbon monoxide in the rhodium(III) intermediate. A rhodium catalyst has also been used in the formation of indole-3-carboxylates by reaction of indoles with alcohols in the presence of carbon monoxide. The catalytic cycle. Scheme 5, is likely to involve metallation of the indole at the 3-position, followed... [Pg.271]


See other pages where Indole compounds carbon monoxide reactions is mentioned: [Pg.452]    [Pg.452]    [Pg.184]    [Pg.19]    [Pg.265]    [Pg.97]    [Pg.135]    [Pg.736]    [Pg.113]   


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Carbon monoxide compounds

Carbon monoxide reactions

Indole compounds

Indole compounds reaction

Indole reactions

Indoles carbonate

Indoles compounds

Indoles reactions

Indolic compounds

Monoxide Reactions

Monoxide compounds

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