Ruthenium-catalyzed C-H allylation of arenes with allylic amines

Organic & Biomolecular Chemistry
Rui Yan, Zhong-Xia Wang

Abstract

The Ru-catalyzed pyridyl-directed C-H allylation of arenes with allylic amines has been developed. This reaction was carried out in the presence of 5 mol% of [Ru(p-cymene)Cl2]2 and 0.5 equiv. of AgOAc in CF3CH2OH at 75 °C, affording the allylated products of arenes in moderate to excellent yields. The method exhibits a wide scope of allylic amines and arenes and shows a good compatibility of functional groups. The pyrazolyl- and pyrimidyl-directed C-H allylation of arenes was also performed under the same conditions.

References

Jun 20, 2007·Chemical Society Reviews·Sherry R Chemler, Peter H Fuller
Sep 11, 2008·Organic Letters·Peter Wipf, John P Maciejewski
Apr 3, 2009·Journal of Natural Products·Gang NiDe-Quan Yu
Sep 30, 2010·Journal of the American Chemical Society·David C PowersTobias Ritter
May 30, 2012·Journal of the American Chemical Society·Rong ZengShengming Ma
Aug 30, 2012·Journal of the American Chemical Society·Xue-Song WuShi-Kai Tian
Jan 5, 2013·Journal of the American Chemical Society·Baihua Ye, Nicolai Cramer
Apr 12, 2013·Angewandte Chemie·Honggen WangFrank Glorius
Aug 14, 2013·Chemical Communications : Chem Comm·Man-Bo LiShi-Kai Tian
Oct 8, 2013·The Journal of Organic Chemistry·Xian-Tao MaShi-Kai Tian
Jun 4, 2014·Chemical Communications : Chem Comm·Mirim KimIn Su Kim
May 28, 2015·Chemistry : a European Journal·Nagaraju BarsuBasker Sundararaju
Jul 3, 2015·Angewandte Chemie·Yudai SuzukiMotomu Kanai
Jul 23, 2015·Angewandte Chemie·Hui YuHanmin Huang
Aug 21, 2015·Chemistry : a European Journal·Rajendran ManikandanMasilamani Jeganmohan
Aug 22, 2015·Chemical Society Reviews·Nicholas A Butt, Wanbin Zhang
Sep 18, 2015·Chemistry : a European Journal·Sachiyo Nakanowatari, Lutz Ackermann
Oct 2, 2015·Chemical Reviews·Kunbing OuyangZhenfeng Xi
Oct 31, 2015·Angewandte Chemie·Qingzhen YuJianhui Huang
Nov 26, 2015·Angewandte Chemie·Simon Wübbolt, Martin Oestreich
Jan 15, 2016·Chemical Society Reviews·Quanjun WangHanmin Huang
Apr 21, 2016·Angewandte Chemie·Weiping LiuLutz Ackermann
Jul 28, 2016·Organic & Biomolecular Chemistry·Rajendran Manikandan, Masilamani Jeganmohan
Aug 23, 2016·Journal of the American Chemical Society·Stamatis E KorkisHon Wai Lam
May 17, 2017·Chemical Science·Qingquan LuFrank Glorius

❮ Previous
Next ❯

Citations

Sep 24, 2021·Chemical Communications : Chem Comm·Chandan Kumar GiriMahiuddin Baidya

❮ Previous
Next ❯

Methods Mentioned

BETA
NMR
column chromatography

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.