4.6 Article

Enantioselective synthesis of spiro[indoline-3,4′-pyrano[2,3-c]pyrazole] derivatives via an organocatalytic asymmetric Michael/cyclization cascade reaction

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 14, Issue 35, Pages 8346-8355

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c6ob01256f

Keywords

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Funding

  1. National Natural Science Foundation of China [21102043]
  2. Science and Technology Commission of Shanghai Municipality [15ZR1409200]
  3. Fundamental Research Funds for the Central Universities

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An efficient enantioselective synthesis of spiro[indoline-3,4'-pyrano[2,3-c]pyrazole] derivatives by a cascade reaction between pyrazolones and isatylidene malononitriles is described. With only 1 mol% of (DHQD)(2)PYR, chiral spirooxindole derivatives have been produced in excellent yields (96-99%) with good-to-excellent enantioselectivities (up to 91% ee).

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