4.0 Article

1-(Isoquinolin-1-yl)urea Library Generation via Three-Component Reaction of 2-Alkynylbenzaldoxime, Carbodiimide, with Electrophile

Journal

ACS COMBINATORIAL SCIENCE
Volume 13, Issue 2, Pages 120-125

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/co100026y

Keywords

three-component reaction; 2-alkynlbenzaldoxime; carbodiimide; Suzuki-Miyaura coupling; 1-(isoquinolin-1-yl)ureas; palladium-catalyzed

Funding

  1. National Natural Science Foundation of China [20972030]
  2. Science & Technology Commission of Shanghai Municipality [09JC1404902]

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A novel and highly efficient three-component reaction of 2-alkynylbenzaldoxime, carbodiimide, with electrophile (bromine or iodine monochloride) is disclosed, which generates 1-(4-haloisoquinolin-1-yl)ureas in good yields under mild conditions. Subsequent palladium-catalyzed Suzuki-Miyaura coupling reaction is introduced, leading to the diverse 1-(isoquinolin-1-yl)ureas.

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