- The special directing effect of fluorine: Ligand independent ortho lithiation of 1-(fluorophenyl)pyrroles
-
Lithiation of l-(fluorophenyl)pyrroles occurred exclusively ortho to the fluorine substituent independently of the structure of the tertiary amine type ligands use. Semiempirical quantum chemical calculations confirmed that the special directing effect of
- Faigl, Ferenc,Fogassy, Katalin,Szanto, Zoltan,Lopata, Antal,Toeke, Laszlo
-
-
Read Online
- Pd/Cu-catalyzed dual C-H bond carbonylation towards the synthesis of fluorazones
-
Pd/Cu catalyzed oxidative dual C-H bond activation/carbonylation still remains a great challenge due to the generation of by-products via C-C bond formation. Herein we developed a straightforward Pd/Cu-catalyzed oxidative dual C-H bond carbonylation process to access biologically and pharmaceutically important fluorazones from easily available N-aryl pyrroles and CO. A wide range of functional groups were well tolerated in this transformation, and O2 could be utilized as the only terminal oxidant to promote the oxidative carbonylation process.
- Liao, Fan,Shi, Renyi,Sha, Yuchen,Xia, Jianhui,Liao, Weilin,Lei, Aiwen
-
supporting information
p. 4354 - 4357
(2017/04/21)
-
- Pd-catalyzed nucleophilic fluorination of aryl bromides
-
On the basis of mechanism-driven reaction design, a Pd-catalyzed nucleophilic fluorination of aryl bromides and iodides has been developed. The method exhibits a broad substrate scope, especially with respect to nitrogen-containing heteroaryl bromides, and proceeds with minimal formation of the corresponding reduction products. A facilitated ligand modification process was shown to be critical to the success of the reaction.
- Lee, Hong Geun,Milner, Phillip J.,Buchwald, Stephen L.
-
supporting information
p. 3792 - 3795
(2014/04/03)
-
- An improved catalyst system for the Pd-catalyzed fluorination of (hetero)aryl triflates
-
The stable Pd(0) species [(1,5-cyclooctadiene)(L·Pd)2] (L = AdBrettPhos) has been prepared and successfully evaluated as a precatalyst for the fluorination of aryl triflates derived from biologically active and heteroaryl phenols, challenging substrates for our previously reported catalyst system. Additionally, this precatalyst activates at room temperature under neutral conditions, generates 1,5-cyclooctadiene as the only byproduct, and leads to overall cleaner reaction profiles.
- Lee, Hong Geun,Milner, Phillip J.,Buchwald, Stephen L.
-
supporting information
p. 5602 - 5605
(2013/11/19)
-
- Assisted tandem catalytic RCM-aromatization in the synthesis of pyrroles and furans
-
An assisted tandem catalytic transformation of diallyl amines and diallyl ethers into N-aryl pyrroles and furans, respectively, is described. The sequence relies on ring closing metathesis followed by dehydrogenation of the initially formed dihydropyrroles and dihydrofurans. Both steps are Ru-catalyzed, but the sequence requires only one precatalyst, because conversion of the metathesis catalyst into the dehydrogenation catalyst is achieved in situ, triggered by the oxidant tert-butyl hydroperoxide.
- Schmidt, Bernd,Krehl, Stefan,Jablowski, Eric
-
p. 5119 - 5130
(2012/08/07)
-
- Synthesis of heterocyclic compounds by ring-closing metathesis (RCM): Preparation of oxygenated or nitrogenated compounds
-
Novel methods for heterocyclic synthesis by metathesis have been developed. Versatile heterocyclic compounds were easily prepared in good yield from intermediate olefins by ring-closing olefin metathesis using the catalyst dichloro(benzylidene)bis(tricycl
- Sanchez, Isabel,Pujol, Maria Dolors
-
p. 1823 - 1828
(2007/10/03)
-
