☆ 4.7 Article

Iron-Catalyzed Cascade Arene-Aldehyde Addition/Cyclizations for the Highly Efficient Synthesis of Xanthenes and Its Analogous: Observation of a C-C Bond Cleavage in Indole-Based Triarylmethanes

JOURNAL OF ORGANIC CHEMISTRY (2009)

期刊

JOURNAL OF ORGANIC CHEMISTRY

卷 74, 期 17, 页码 6797-6801

出版社

AMER CHEMICAL SOC

DOI: 10.1021/jo9012354

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Chemistry, Organic

资金

National Natural Science Foundation of China [20872163, 20872037, 20732008]
Chinese Academy of Science, Science and Technology Commission of Shanghai Muncipality [07JC14063]
Major State Basic Research Development Program [2006CB806105]

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An efficient, general, and one-pot procedure for the synthesis of multisubstituted xanthene derivatives through Fe(III)-catalyzed reactions of 2-aryloxybenzaldehydes with electron-rich arenes has been developed. This method offers several advantages such as high selectivities, mild reaction conditions, and easily accessible starting materials. A mechanistic study revealed that a C-C bond cleavage of a triarylmethane intermediate might be involved in the domino process.

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