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Synfacts 2014; 10(5): 0541
DOI: 10.1055/s-0033-1341135
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

Formylation of Aryl Iodides with CO2 Using Palladium on Carbon

Contributor(s):
Yasuhiro Uozumi
,
Shiguang Pan
Yu B, Zhao Y, Zhang H, Xu J, Hao L, Gao X, Liu Z * Beijing National Laboratory for Molecular Sciences, P. R. of China
Pd/C-Catalyzed Direct Formylation of Aromatic Iodides to Aryl Aldehydes Using Carbon Dioxide as a C1 Resource.

Chem. Commun. 2014;
50: 2330-2333
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Publication History

Publication Date:
17 April 2014 (online)

 
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Key words

aryl iodides - aryl aldehydes - carbon dioxide - formylation - palladium on carbon

Significance

Palladium on carbon (Pd/C) catalyzed the formylation of aryl iodides in the presence of poly(methylhydrosiloxane) (PMHS) and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) under a CO2 atmosphere in acetonitrile to give aryl aldehydes in up to 81% yield (20 examples).


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Comment

The formylation of aryl iodides to aryl aldehydes using CO2 as a C1 resource was achieved. The authors previously reported the cyclization of ortho-phenylenediamines to benzimidazoles (Green Chem. 2013, 15, 95) and 2-aminothiophenol to benzothiazolone (ACS Catal. 2013, 3, 2076) using CO2 as a C1 resource.


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