4.4 Article

A Catalyst-Free Cycloaddition Reaction: Access to Spiro[chroman-3,2′-indene-1′,3′-dione] Scaffolds

Journal

CHEMISTRYSELECT
Volume 2, Issue 35, Pages 11380-11383

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/slct.201702398

Keywords

Addition; catalyst-free; chroman; quinone methides; spirocycle

Funding

  1. National Key Research and Development Program of China [2016YFA0501403]
  2. Special Funds for the Development of Strategic Emerging Industries in Shenzhen [VJCYJ20160429191918729]
  3. South University of Science and Technology of China

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We have reported herein a catalyst-free cycloaddition of ortho-hydroxyphenyl-substituted para-quinone methides and 2-arylideneindane-1,3-diones by which a series of chromans featuring a spiro indane-1,3-dione scaffolds were obtained in high yields without any additives. Importantly, both anti- and syn- diastereomers could be obtained as single diastereomers respectively. Moverover, the current methold provides a novel and convenient approach for the efficient incorporation of the two biologically important scaffolds (chroman and spiro indane-1,3-dione).

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