- A Novel PPh3 Mediated One-Pot Method for Synthesis of 3-Aryl or Alkyl 1,2-Benzisoxazoles
-
A novel, efficient, and facile protocol has been developed for transforming 2-hydroxybenzonitriles and bromides into a range of 3-aryl or alkyl substituted 1,2-benzisoxazoles in good to excellent yields mediated by PPh3. The electronic and steric effects of bromides on the reaction are discussed. This is the first example to construct a C-C bond and heterocycle in a Barbier-Grignard-type reaction featuring easier recovery of PPh3 than a metallic catalyst in one step.
- Chen, Guifang,Liu, Hong,Li, Shujia,Tang, Yu,Lu, Peiyao,Xu, Kaitian,Zhang, Yuanming
-
-
Read Online
- Synthesis of benzisoxazoles by the [3 + 2] cycloaddition of in situ generated nitrile oxides and arynes
-
"Chemical Equation Presented" A variety of substituted benzisoxazoles has been prepared by the [3 + 2] cycloaddition of nitrile oxides and arynes. Both components, being highly reactive intermediates, have been generated in situ by fluoride anion from readily prepared aryne precursors and chlorooximes, The reaction scope is quite general, affording a novel, direct route to functionalized benzisoxazoles under mild reaction conditions
- Dubrovskiy, Anton V.,Larock, Richard C.
-
supporting information; experimental part
p. 1180 - 1183
(2010/05/02)
-