Unification of anion relay chemistry with the Takeda and Hiyama cross-coupling reactions: identification of an effective silicon-based transfer agent.

Journal of the American Chemical Society
Amos B SmithRongbiao Tong

Abstract

The unification of Anion Relay Chemistry (ARC) with the Takeda and Hiyama palladium-mediated cross-coupling processes to provide aryl-aryl, alkenyl-aryl, and alkenyl-alkenyl coupled products by exploiting a common silicon-based transfer agent has been achieved. These results provide a practical solution for intermolecular cross-coupling of organolithium reagents without the problematic lithium-halogen exchange and/or undesired homocoupling that has kept organolithium cross-couplings from achieving the same level of utility asother palladium-mediated methods (e.g., Suzuki organoboron, Negishi organozinc, Stille organotin, Kumada organomagnesium, etc.).

References

Oct 16, 2002·Accounts of Chemical Research·Scott E Denmark, Ramzi F Sweis
Jun 16, 2004·Accounts of Chemical Research·Amos B Smith, Christopher M Adams
May 11, 2010·Angewandte Chemie·Yoshiaki NakaoTamejiro Hiyama
Nov 17, 2010·Journal of the American Chemical Society·Eric M Simmons, John F Hartwig

❮ Previous
Next ❯

Citations

Dec 12, 2012·Organic Letters·Luis Sanchez, Amos B Smith
Jul 25, 2013·Nature Chemistry·Massimo GianneriniBen L Feringa
Nov 27, 2015·Chemical Communications : Chem Comm·M GianneriniB L Feringa
Sep 13, 2014·Chemistry : a European Journal·Carlos VilaBen L Feringa
Aug 31, 2017·The Journal of Antibiotics·Yike Zou, Amos B Smith
Sep 12, 2015·Chemistry : a European Journal·Carlos VilaBen L Feringa
Oct 21, 2016·Chemistry : a European Journal·Ze-Kun YangMasanobu Uchiyama
Sep 20, 2017·Organic & Biomolecular Chemistry·Waqar Rauf, John M Brown
Feb 1, 2015·Chemical Science·Valentín HornillosBen L Feringa
Jul 15, 2016·Chemical Record : an Official Publication of the Chemical Society of Japan ... [et Al.]·Francisco FoubeloMiguel Yus
May 18, 2021·Chinese Chemical Letters Zhongguo Hua Xue Kuai Bao·Yu ChenYong Liang
Dec 11, 2013·Journal of the American Chemical Society·Artem Shvartsbart, Amos B Smith
Sep 21, 2013·Organic Letters·Valentín HornillosBen L Feringa
Apr 10, 2020·Accounts of Chemical Research·Yifan Deng, Amos B Smith
Aug 2, 2013·Organic Letters·Minh H Nguyen, Amos B Smith
Jul 23, 2013·Organic Letters·Mengru LiJingping Zhang
Feb 27, 2018·The Journal of Organic Chemistry·Minh H NguyenAmos B Smith
Apr 7, 2012·Organic Letters·Cyril FrançoisJacques Maddaluno

❮ Previous
Next ❯

Related Concepts

Trending Feeds

COVID-19

Coronaviruses encompass a large family of viruses that cause the common cold as well as more serious diseases, such as the ongoing outbreak of coronavirus disease 2019 (COVID-19; formally known as 2019-nCoV). Coronaviruses can spread from animals to humans; symptoms include fever, cough, shortness of breath, and breathing difficulties; in more severe cases, infection can lead to death. This feed covers recent research on COVID-19.

Blastomycosis

Blastomycosis fungal infections spread through inhaling Blastomyces dermatitidis spores. Discover the latest research on blastomycosis fungal infections here.

Nuclear Pore Complex in ALS/FTD

Alterations in nucleocytoplasmic transport, controlled by the nuclear pore complex, may be involved in the pathomechanism underlying multiple neurodegenerative diseases including Amyotrophic Lateral Sclerosis and Frontotemporal Dementia. Here is the latest research on the nuclear pore complex in ALS and FTD.

Applications of Molecular Barcoding

The concept of molecular barcoding is that each original DNA or RNA molecule is attached to a unique sequence barcode. Sequence reads having different barcodes represent different original molecules, while sequence reads having the same barcode are results of PCR duplication from one original molecule. Discover the latest research on molecular barcoding here.

Chronic Fatigue Syndrome

Chronic fatigue syndrome is a disease characterized by unexplained disabling fatigue; the pathology of which is incompletely understood. Discover the latest research on chronic fatigue syndrome here.

Evolution of Pluripotency

Pluripotency refers to the ability of a cell to develop into three primary germ cell layers of the embryo. This feed focuses on the mechanisms that underlie the evolution of pluripotency. Here is the latest research.

Position Effect Variegation

Position Effect Variagation occurs when a gene is inactivated due to its positioning near heterochromatic regions within a chromosome. Discover the latest research on Position Effect Variagation here.

STING Receptor Agonists

Stimulator of IFN genes (STING) are a group of transmembrane proteins that are involved in the induction of type I interferon that is important in the innate immune response. The stimulation of STING has been an active area of research in the treatment of cancer and infectious diseases. Here is the latest research on STING receptor agonists.

Microbicide

Microbicides are products that can be applied to vaginal or rectal mucosal surfaces with the goal of preventing, or at least significantly reducing, the transmission of sexually transmitted infections. Here is the latest research on microbicides.