Beilstein Journal of Organic Chemistry (Sep 2020)

Regioselective cobalt(II)-catalyzed [2 + 3] cycloaddition reaction of fluoroalkylated alkynes with 2-formylphenylboronic acids: easy access to 2-fluoroalkylated indenols

  • Tatsuya Kumon,
  • Miroku Shimada,
  • Jianyan Wu,
  • Shigeyuki Yamada,
  • Tsutomu Konno

DOI
https://doi.org/10.3762/bjoc.16.184
Journal volume & issue
Vol. 16, no. 1
pp. 2193 – 2200

Abstract

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[2 + 3] cycloaddition reactions of fluorinated alkynes with 2-formylphenylboronic acids under the influence of Co(acac)2·2H2O in two-component solvents of acetonitrile/2-propanol at reflux temperature for 18 h took place smoothly, affording the corresponding fluoroalkylated indenol derivatives in good yields. This reaction shows excellent regioselectivity, giving 2-fluoroalkylated indenols, together with a very small amount of 3-fluoroalkylated indanones as side products.

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