Rhodium(i)-Catalyzed Carbonylative Arylation of Alkynes With Arylboronic Acids Using Formaldehyde as a Carbonyl Source

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BRONZE

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Yes

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Abstract

The rhodium(I)-catalyzed reaction of alkynes with arylboronic acids in the presence of formaldehyde resulted in a carbon monoxide gas-free carbonylative arylation to yield α,β-enones. The simultaneous loading of phosphine-ligated and phosphine-free rhodium(I) complexes is required for efficient catalysis, which catalyze the abstraction of a carbonyl moiety from formaldehyde (decarbonylation) and its subsequent introduction into the substrate (carbonylation), respectively.

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Keywords

Alkynes, Arylation, Carbonylation, Formaldehyde, Rhodium, Alkynes, Formaldehyde, Carbonylation, Rhodium, Arylation

Fields of Science

02 engineering and technology, 0210 nano-technology, 01 natural sciences, 0104 chemical sciences

Citation

Wang, C., Morimoto, T., Kanashiro, H., Tanimoto, H., Nishiyama, Y., Kakiuchi, K., and Artok, L. (2014). Rhodium(I)-catalyzed carbonylative arylation of alkynes with arylboronic acids using formaldehyde as a carbonyl source. Synlett, 25(8), 1155-1159. doi:10.1055/s-0033-1341046

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11

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25

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8

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1155

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1159
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940

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560

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