Recent Progress in the Use of Pd-Catalyzed C-C Cross-Coupling Reactions in the Synthesis of Pharmaceutical Compounds

Biajoli, André F. P.; Schwalm, Cristiane Storck; Limberger, Jones; Claudino, T.; Monteiro, Adriano L.

doi:10.5935/0103-5053.20140255

Cited by 47 publications

(46 citation statements)

References 1 publication

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Hence, the Heck reaction using various novel supported catalysts is by far the best for the synthesis of cinnamic acid derivatives. Biajoli et al [85] have reported the applications of Pd-catalysed C-C cross-coupling reactions for the synthesis of drug components or drug candidates. The review is written in context with two earlier independent reviews by Pfizer researchers Magano and Dunetz on the large-scale applications of transition metal-catalysed coupling reactions for the manufacture of drug components in the Biajoli et al [85] have reported the applications of Pd-catalysed C-C cross-coupling reactions for the synthesis of drug components or drug candidates.…”

Section: Pharmaceuticalsmentioning

confidence: 99%

“…Biajoli et al [85] have reported the applications of Pd-catalysed C-C cross-coupling reactions for the synthesis of drug components or drug candidates. The review is written in context with two earlier independent reviews by Pfizer researchers Magano and Dunetz on the large-scale applications of transition metal-catalysed coupling reactions for the manufacture of drug components in the Biajoli et al [85] have reported the applications of Pd-catalysed C-C cross-coupling reactions for the synthesis of drug components or drug candidates. The review is written in context with two earlier independent reviews by Pfizer researchers Magano and Dunetz on the large-scale applications of transition metal-catalysed coupling reactions for the manufacture of drug components in the pharmaceutical industry [86] and by Torborg and Beller [87] on the applications of Pd-catalysed coupling reactions, both covering the material till 2010.…”

Section: Pharmaceuticalsmentioning

confidence: 99%

“…Alverine is a smooth muscle relaxant used for the treatment of gastrointestinal disorders such as diverticulitis and irritable bowel syndrome and tolpropamine is an antihistaminic drug used for the treatment of allergies. Biajoli et al [85] have reported the applications of Pd-catalysed C-C cross-coupling reactions for the synthesis of drug components or drug candidates. The review is written in context with two earlier independent reviews by Pfizer researchers Magano and Dunetz on the large-scale applications of transition metal-catalysed coupling reactions for the manufacture of drug components in the pharmaceutical industry [86] and by Torborg and Beller [87] on the applications of Pd-catalysed coupling reactions, both covering the material till 2010.…”

Section: Pharmaceuticalsmentioning

confidence: 99%

“…Alverine is a smooth muscle relaxant Figure 23. Drug components or drug candidates exploited for inter and intramolecular Heck coupling by Biajoli et al [85].…”

Section: Pharmaceuticalsmentioning

confidence: 99%

See 3 more Smart Citations

Heck Reaction—State of the Art

Jagtap¹

2017

Catalysts

163

View full text Add to dashboard Cite

Abstract:The Heck reaction is one of the most studied coupling reactions and is recognized with the Nobel Prize in Chemistry. Thousands of articles, hundreds of reviews and a number of books have been published on this topic. All reviews are written exhaustively describing the various aspects of Heck reaction and refer to the work done hitherto. Looking at the quantum of the monographs published, and the reviews based on them, we found a necessity to summarize all reviews on Heck reaction about catalysts, ligands, suggested mechanisms, conditions, methodologies and the compounds formed via Heck reaction in one review and generate a resource of information. One can find almost all the catalysts used so far for Heck reaction in this review.

show abstract

Section: Pharmaceuticalsmentioning

confidence: 99%

Section: Pharmaceuticalsmentioning

confidence: 99%

Section: Pharmaceuticalsmentioning

confidence: 99%

“…Alverine is a smooth muscle relaxant Figure 23. Drug components or drug candidates exploited for inter and intramolecular Heck coupling by Biajoli et al [85].…”

Section: Pharmaceuticalsmentioning

confidence: 99%

See 2 more Smart Citations

Heck Reaction—State of the Art

Jagtap¹

2017

Catalysts

163

View full text Add to dashboard Cite

show abstract

“…Palladium catalyzed cross-coupling reactions, used for the formation of carbon-carbon and carbon-heteroatom bonds, are an indispensable synthetic tool for organic chemists and are widely used in the production of fine chemicals, APIs, and agrochemicals [25][26][27]. Among the different types of cross-coupling reactions, the Suzuki-Miyaura reaction is by far the most popular reaction in terms of publications and patents [28].…”

Section: Introductionmentioning

confidence: 99%

Continuous Suzuki—Miyaura reactions with novel Ce—Sn—Pd oxides and integrated crystallization as continuous downstream protocol

Lichtenegger¹,

Maier²,

Khinast³

et al. 2016

Journal of Flow Chemistry

View full text Add to dashboard Cite

An integrated process including continuous-flow syntheses directly coupled to product isolation via continuous crystallization is presented. For the synthesis part, Ce 0.495 Sn 0.495 Pd 0.01 O 2-δ was used as heterogeneous catalyst in a custom-made packed-bed reactor (the so-called "Plug and Play" reactor) for continuous Suzuki-Miyaura crosscouplings of various para-and ortho-substituted bromoarenes with phenylboronic acid using environmentally friendly aqueous ethanolic mixtures as reaction solvents. The reactions were stable for up to 30 h without any detectable catalyst deactivation. The desired biaryl products were obtained in gram scale with good to excellent yields and high selectivity. For three methyl-, ketyl-, and nitrile-functionalized biphenyl products, isolation was done using water as antisolvent in an integrated crystallization process as continuous downstream protocol. The desired products could be isolated with high purity and with yields of up to 95% for the overall process.

show abstract