4.6 Article

N-heterocyclic carbene catalyzed annulation of benzofuran-2,3-diones and enals: a concise synthesis of spiro-bis-lactone

期刊

ORGANIC & BIOMOLECULAR CHEMISTRY
卷 11, 期 34, 页码 5634-5641

出版社

ROYAL SOC CHEMISTRY
DOI: 10.1039/c3ob41028e

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资金

  1. National Natural Science Foundation of China [21172112, 21172118]
  2. National Basic Research Program of China (973 Program) [2010CB833300, 2012CB821600]
  3. State Key Laboratory on Elemento-organic Chemistry (Nankai University, China)
  4. Program for New Century Excelent Talents in University [NCET-12-0279]

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The N-heterocyclic carbene catalyzed annulation of benzofuran-2,3-diones and enals via homoenolate intermediates is described. The reaction provided a direct and efficient method for the synthesis of spiro-bis-lactones. The ketone-carbonyl group annulated products and the ester-carbonyl group annulated products can be obtained as major products with good yields by convenient catalyst regulation. Furthermore, commercially available thiazolium salt can also catalyze this reaction with modest yield.

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