Pharmaceutical diversification via palladium oxidative addition complexes-Reference-Cited by-同舟云学术

Pharmaceutical diversification via palladium oxidative addition complexes

Published:2019-01-25 Issue:6425 Volume:363 Page:405-408
ISSN:0036-8075
Container-title:Science
language:en
Short-container-title:Science

Author:

Uehling Mycah R.¹²^ORCID,King Ryan P.²^ORCID,Krska Shane W.¹^ORCID,Cernak Tim¹³^ORCID,Buchwald Stephen L.²^ORCID

Affiliation:

1. Merck & Co. Inc., Kenilworth, NJ 07033, USA.

2. Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA.

3. Department of Medicinal Chemistry, College of Pharmacy, University of Michigan, Ann Arbor, MI 48109, USA.

Abstract

Embedding palladium ahead of time Palladium-catalyzed cross-coupling is one of the most widely applied reaction classes in pharmaceutical research. The metal is adept at connecting aromatic rings to one another or to nitrogen centers. However, functional complexity can obstruct the reaction, necessitating laborious ligand optimization. Uehling et al. mitigated this problem by isolating the stable product of palladium's reaction with a complex aryl halide ahead of time. Subjecting these compounds to downstream coupling reactions substantially improved yields. Science , this issue p. 405

Funder

Merck

Publisher

American Association for the Advancement of Science (AAAS)

Subject

Multidisciplinary

Reference36 articles.

1. A. de Meijere F. Diederich Metal-Catalyzed Cross-Coupling Reactions (Wiley-VCH ed. 2 2004).

2. Applications of Palladium-Catalyzed C–N Cross-Coupling Reactions

3. Evolution of a Fourth Generation Catalyst for the Amination and Thioetherification of Aryl Halides

4. Big Data from Pharmaceutical Patents: A Computational Analysis of Medicinal Chemists’ Bread and Butter

5. Analysis of Past and Present Synthetic Methodologies on Medicinal Chemistry: Where Have All the New Reactions Gone?

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