Quinolinyl halides

Quinolinyl halides as the electrophiles are also more prevalent in the Stille coupling... 

Carbonylation. Pd(PhCN)2Cl2 can be readily used as the catalyst for the carbonylation of indolyl, pyridinyl, or quinolinyl halides with amines, alcohols, or even water under an atmosphere of CO (eq 1).2... 

The synthesis of 8-quinolinyl ethers from 8-hydroxyquinolines and organic halides has also recently been reported under PTC conditions with microwave irradiation (Eq. 18) [29]. 

As in the case of the Negishi reaction, quinolinyl moiety can be incorporated in the Suzuki reaction either by using substituted quinoline halides or by the use of quinolinylborane complexes. Quinolinylborane reagents can be generally prepared in situ by the Miyuara reaction. Treatment of quinoline bromides or iodides with diboron compounds in the presence of palladium catalyst provides quinolinylboranes in good yields. Subsequent reaction with aryl bromides affords the corresponding substituted quinolines. On the... 

In 2010, the same group accomplished asymmetric organo-photoredox a-alkyla-tion of aldehydes with electron-deficient monoaryl and monoheteroaryl methylene halides (Scheme 8.39) [152]. A wide range of heteroaryl rings, such as pyridines, quinolines, benzimidazoles, pyrimidines, and triazines, as well as fused bicycles such as 4-quinolinyl and 2-benzimidazolyl, were successfully employed in this alkylation... 

The reaction of hexafluorobut-2-yne with Al,(V-dimethylbenzylamine, 8-methylquinoline, or benzo[/i]quinoline palladium dimer forms halide-bridged binuclear products with insertion of one hexafluorobut-2-yne 7.23-7.25 to the Pd-C bonds, as shown in Eqs. (7.21)-(7.23). These benzyl and quinolinyl dimeric... 

Heck Reactions. The Heck reaction is a Pd-catalyzed olefi-nation usually performed between an aryl halide or triflate and an acrylate ester. While phosphines are traditionally used as ancillary ligands, new Pd(dba)2-mediated reactions have been performed with a variety of other ligand types. These include chelating Wheterocyclic carbene/phosphine ligands, benzimidazoles, and quinolinyl oxazolines. Air stable catalysts have been prepared from Pd(dba)2 and sterically hindered thiourea ligands (eq 24). An effective immobilized catalyst has been prepared from Pd(dba)2 and a dendritic phosphine-containing polymer. ... 

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