4.7 Article

Formal [4+2] Annulation of Oxindole-Embedded ortho-Quinone Methides with 1,3-Dicarbonyls: Synthesis of Spiro[Chromen-4,3'-Oxindole] Scaffolds

期刊

JOURNAL OF ORGANIC CHEMISTRY
卷 84, 期 7, 页码 3990-3999

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AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.8b03260

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资金

  1. NSFC [21702117, 21878167]
  2. Natural Science Foundation of Shandong Province [JQ201604, ZR2017BB005]
  3. Key Research and Development Program of Shandong Province [2017GSF218073]

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The oxindole-embedded ortho-quinone methides were employed as reactive intermediates in formal [4 + 2] annulation with 1,3-dicarbonyls, providing an efficient access to spiro[chromen-4,3'-oxindole] scaffolds via a cascade conjugate addition/ketalization/dehydration process. This protocol featured metal-free conditions, wide substrate scope, and excellent yields.

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