Nickel-catalyzed decarbonylative addition of phthalimides to alkynes

Journal of the American Chemical Society
Yuichi KajitaTakuya Kurahashi

Abstract

An intermolecular nickel-catalyzed addition reaction has been developed where N-arylphthalimides react with alkynes to afford substituted isoquinolones. A mechanistic rationale is proposed, implying nucleophilic attack of Ni(0) to an amide as the primary step of the catalytic cycle.

References

Jul 18, 2001·Journal of the American Chemical Society·R HuaM Tanaka
Jul 18, 2001·Journal of the American Chemical Society·K SugohH Kurosawa
Oct 4, 1996·The Journal of Organic Chemistry·Ken KokuboMasakatsu Nomura
Sep 21, 2002·Chemical Communications : Chem Comm·E ShirakawaT Hiyama
Nov 21, 2002·Journal of the American Chemical Society·Masahiro MurakamiYoshihiko Ito
Aug 28, 2003·Journal of the American Chemical Society·Erin M O'BrienTomislav Rovis
Oct 11, 2003·Organic Letters·Takayoshi HiraiNobuaki Kambe
Apr 15, 2004·Journal of the American Chemical Society·Oleg V OzerovBruce M Foxman
Aug 26, 2004·Journal of the American Chemical Society·Tomohiro ShimadaYoshinori Yamamoto
Mar 31, 2005·Journal of the American Chemical Society·Yao LeiJeffrey Aubé
Apr 6, 2005·Chemistry : a European Journal·Ruimao HuaMasato Tanaka
May 20, 2005·Organic Letters·Taigo KashiwabaraMasato Tanaka
Sep 22, 2005·Journal of the American Chemical Society·Zhijian Liu, Richard C Larock
Oct 27, 2005·Journal of the American Chemical Society·Alois Fürstner, Paul W Davies
Mar 7, 2006·Angewandte Chemie·Yoshiaki NakaoTamejiro Hiyama
Jun 8, 2006·Journal of the American Chemical Society·Yoshiaki NakaoTamejiro Hiyama
Oct 19, 2006·Journal of the American Chemical Society·Suzanne BurlingJonathan M J Williams

❮ Previous
Next ❯

Citations

Feb 5, 2014·Chemical Reviews·Michal Szostak, Jeffrey Aubé
Jun 12, 2010·Journal of the American Chemical Society·Michal SzostakJeffrey Aubé
Jul 29, 2010·Journal of the American Chemical Society·Todd K Hyster, Tomislav Rovis
Jun 30, 2010·Journal of the American Chemical Society·Tomohiro IwaiYasushi Tsuji
Mar 9, 2013·Journal of the American Chemical Society·Qiuzheng TangCongyang Wang
Sep 6, 2013·Journal of the American Chemical Society·Takahiro ShibaSeijiro Matsubara
May 14, 2009·Journal of the American Chemical Society·Yasufumi YoshinoSeijiro Matsubara
Jul 3, 2009·Journal of the American Chemical Society·Rebecca Keller Friedman, Tomislav Rovis
Mar 29, 2011·The Journal of Organic Chemistry·Sarah E HavlikJeffrey B Johnson
Jan 29, 2013·Organic Letters·Kenichiro NakaiSeijiro Matsubara
May 23, 2009·Chemical Communications : Chem Comm·Yasunori MinamiNobuaki Kambe
Jul 29, 2011·Chemical Communications : Chem Comm·Tasuku InamiSeijiro Matsubara
Mar 22, 2014·Journal of the American Chemical Society·Hideya IkemotoMotomu Kanai
Apr 16, 2014·The Journal of Organic Chemistry·Srinivasarao Allu, K C Kumara Swamy
Oct 2, 2015·Chemical Reviews·Kunbing OuyangZhenfeng Xi
Jul 29, 2015·Organic Letters·Soyoung LeeSungwoo Hong
Jun 30, 2015·Journal of the American Chemical Society·Akira YadaMasahiro Murakami
Apr 26, 2016·Chemical Reviews·Vadim P BoyarskiyAleksander V Vasilyev
Nov 1, 2016·Journal of the American Chemical Society·Zachary W Davis-GilbertIan A Tonks
Apr 12, 2017·Journal of the American Chemical Society·Quanyou Feng, Rong Tong
Jan 15, 2016·Chemical Society Reviews·Quanjun WangHanmin Huang
Jul 8, 2017·Chemical Society Reviews·Ryosuke TakiseJunichiro Yamaguchi
May 3, 2018·Chemistry, an Asian Journal·Kaoru MatsushitaJunichiro Yamaguchi
Sep 27, 2018·Chemical Communications : Chem Comm·Sivakalai MayakrishnanParamasivan Thirumalai Perumal
Jun 28, 2012·Chemical Communications : Chem Comm·Pei Chui Too, Shunsuke Chiba
May 23, 2014·Angewandte Chemie·Srimanta Manna, Andrey P Antonchick
Mar 4, 2020·Chemistry, an Asian Journal·Zhenhua WangYasushi Nishihara

❮ 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.