4.7 Article

Palladium-catalyzed gaseous CO-free carbonylative C-C bond activation of cyclobutanones

Journal

ORGANIC CHEMISTRY FRONTIERS
Volume 8, Issue 13, Pages 3398-3403

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d1qo00467k

Keywords

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Funding

  1. National Natural Science Foundation of China [21703051, 21773051, 22072035]
  2. Zhejiang Provincial Natural Science Foundation of China [LY18B020013, LZ18B020001]
  3. Hangzhou Science and Technology Bureau of China [20180432B05]

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The palladium-catalyzed carbonylative C-C bond activation reaction described in this study involves C-C bond cleavage, ring-opening, and amino- or alkoxycarbonylation reactions on cyclobutanones. Two C-C bonds and one C-O or C-N bond are formed under gas-free conditions using CO surrogates, yielding a variety of indanones with ester or amide groups.
A palladium-catalyzed carbonylative C-C bond activation reaction of cyclobutanones proceeding by C-C bond cleavage, ring-opening, and amino- or alkoxycarbonylation is reported here. Two C-C bonds and one C-O or C-N bond are created to afford a variety of indanones bearing ester or amide groups under gas-free conditions by using phenyl formate and benzene-1,3,5-triyl triformate (TFBen) as convenient CO surrogates.

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