4.7 Article

Odorless Isocyanide Chemistry: One-Pot Synthesis of Heterocycles via the Passerini and Postmodification Tandem Reaction Based on the in Situ Capture of Isocyanides

期刊

JOURNAL OF ORGANIC CHEMISTRY
卷 84, 期 4, 页码 2366-2371

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AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.8b03242

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  1. National Natural Science Foundation of China [21602123]
  2. Foundation of Hubei Key Laboratory of Natural Products Research and Development [NPRD 2018007]

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This paper reports the tandem reaction strategy of the Passerini/Staudinger/aza-Wittig reaction based on the in situ capture of isocyanides. According to this strategy, isocyanides are synthesized in situ and immediately work as the substrate for the Passerini reaction and postmodification tandem reaction in one pot. In addition, two types of new compounds, 5-oxo-3,5-dihydrobenzo[e][1,4]oxazepines and 6-oxo-5,6-dihydro-2H-1,4-oxazines, were synthesized using the tandem reaction strategy that includes five-step transformations in one pot.

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