4-dimethylaminopyridine, an efficient ligand for the Heck reaction in aqueous media

Evdokimov, D. V.; Бумагин, Н. А.

doi:10.1007/s11172-007-0165-2

Cited by 10 publications

(2 citation statements)

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“…In the recent past, DMAP has been proven to be an excellent ligand for metal catalyzed organic transformations . It has several advantages over the other ligand due to its commercial availability, low cost and greater stability.…”

Section: Introductionmentioning

confidence: 99%

“…In the recent past, DMAP has been proven to be an excellent ligand for metal catalyzed organic transformations. [27][28][29][30][31] It has several advantages over the other ligand due to its commercial availability, low cost and greater stability. Moreover, DMAP has very high neucleophilic character [32] for which it acts both as catalyst as well as excellent ligand.…”

Section: Introductionmentioning

confidence: 99%

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Accelerating Effect of DMAP on CuI Catalyzed Buchwald‐Hartwig C‐N Coupling: Mechanistic Insight to the Reaction Pathway

et al. 2019

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An efficient methodology has been developed for C−N cross‐coupling reaction between aryl halide and amine using a catalytic system comprised of CuI and N,N‐dimethyl amino pyridine (DMAP). Coupling reactions were carried out in DMSO at 120 °C in presence of 5 mol% CuI, 20 mol% DMAP and 2.5 equivalent of KOH. Addition of DMAP was found to be beneficial in accelerating the rate of reaction significantly. Both aryl iodides and aryl bromides could be successfully coupled with different primary and secondary amines to furnish the desired cross‐coupling product in high yield. A copper complex [Cu(DMAP)4I]I made by combining CuI and DMAP was found to produce superior result for the Buchwlad‐Hartwig cross coupling reaction. The use of 2 mol% of the copper complex is sufficient to produce high yield of the product.

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Section: Introductionmentioning

confidence: 99%