Skip to Main content Skip to Navigation
Journal articles

Environmentally-Safe Conditions for a Palladium-Catalyzed Direct C3-Arylation with High Turn Over Frequency of Imidazo[1,2-b]pyridazines Using Aryl Bromides and Chlorides

Abstract : Pd(OAc)2 was found to catalyze very efficiently the direct arylation of imidazo[1,2-b]pyridazine at C3-position under a very low catalyst loading and phosphine-free conditions. The reaction can be performed in very high TOFs and TONs employing as little as 0.1–0.05 mol % catalyst using a wide range of aryl bromides. In addition, some electron-deficient aryl chlorides were also found to be suitable substrates. Moreover, 31 examples of the cross couplings were reported using green, safe, and renewable solvents, such as pentan-1-ol, diethylcarbonate or cyclopentyl methyl ether, without loss of efficiency.
Document type :
Journal articles
Complete list of metadatas

Cited literature [8 references]  Display  Hide  Download

https://hal-univ-rennes1.archives-ouvertes.fr/hal-01367228
Contributor : Laurent Jonchère <>
Submitted on : Monday, February 6, 2017 - 10:49:57 AM
Last modification on : Friday, July 10, 2020 - 4:11:58 PM
Long-term archiving on: : Sunday, May 7, 2017 - 12:51:03 PM

File

Environmentally-Safe Condition...
Files produced by the author(s)

Identifiers

Citation

Sabah Chikhi, Safia Djebbar, Jean-François Soulé, Henri Doucet. Environmentally-Safe Conditions for a Palladium-Catalyzed Direct C3-Arylation with High Turn Over Frequency of Imidazo[1,2-b]pyridazines Using Aryl Bromides and Chlorides. Chemistry , Wiley, 2016, 11 (17), pp.2443--2452. ⟨10.1002/asia.201600827⟩. ⟨hal-01367228⟩

Share

Metrics

Record views

272

Files downloads

223