Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2019, Issue 45, Pages 7506-7510Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201901468
Keywords
Amidoximes; 2-Aryl benzoxazoles; Iodine; Oxidative cyclization; Ring contraction
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Funding
- National Natural Science Foundation of China General Program [81671745]
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A molecular I-2-promoted one-pot synthesis of 2-aryl benzoxazoles has been developed by using amidoximes rather than the limited 2-aminophenols or 2-haloamides as substrates. The amidoxime substrates provided unique and efficient strategies for converting readily available aniline and benzaldehyde precursors into valuable chemicals. This transformation proceeded smoothly under transition-metal-free conditions through a sequential oxidative cyclization and ring contraction, and provided a potential route for introducing certain groups at any site of the scaffold.
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