AI Article Synopsis

  • A new cascade reaction was developed using 1-indanylidenemalononitrile and 3-benzylidenebenzofuran-2(3)-one, which can be promoted by DABCO or a chiral organocatalyst under mild conditions.
  • The reaction produced a variety of spiro-dihydrofluorene-benzofuranones, and adjusting the reaction conditions allowed for the selective formation of either spiro or axially chiral products.
  • The study also included quantum chemical calculations to better understand the mechanism behind the transformation.

Article Abstract

An efficient cascade reaction of 1-indanylidenemalononitrile with 3-benzylidenebenzofuran-2(3)-one divergently promoted by DABCO or chiral organocatalyst was developed under mild reaction conditions, and various spiro-dihydrofluorene-benzofuranones were produced in gratifying results, respectively. It is worth noting that both the spiro and axially chiral products can be obtained by tuning the reaction conditions. The mechanism of the transformation was also studied by quantum chemical calculations.

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http://dx.doi.org/10.1021/acs.orglett.1c01510DOI Listing

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