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Formylation, synthesis of benzaldehydes

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Vilsmeier Reaction


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A ligandless palladium-catalyzed reductive carbonylation of aryl iodides for the synthesis of aromatic aldehydes proceeded effectively even under ambient temperature and pressure.
W. Han, B. Liu, J. Chen, Q. Zhou, Synlett, 2017, 28, 835-840.


A palladium-catalyzed formylation of aryl halides with isocyanide in the presence of Et3SiH provides important aldehydes in good yield. This reaction offers mild conditions, convenient operation, low toxicity, and wide functional group tolerance.
X. Jiang, J.-M. Wang, Y. Zhang, Z. Chen, Y.-M. Zhu, S.-J. Ji, Org. Lett., 2014, 16, 3492-3495.


O-Aryl N-isopropylcarbamates, conveniently prepared from phenols and isopropyl isocyanate, are subjected to an efficient ortho-lithiation protocol to afford the corresponding salicylaldehydes in a one-pot operation in high yields.
M. Kauch, D. Hoppe, Synthesis, 2006, 1575-1577.


Reaction of nitroarenes with tris(benzotriazol-1-yl)methyl anion followed by treatment with zinc bromide and hydrochloric acid yielded the corresponding p-nitroarylaldehydes in good to excellent yields.
A. R. Katritzky, L. Xie, Tetrahedron Lett., 1996, 37, 347-350.