Synthesis of 2,3-disubstituted benzo[b]selenophenes via electrophilic cyclization

The Journal of Organic Chemistry
Tanay KesharwaniRichard C Larock

Abstract

2,3-Disubstituted benzo[b]selenophenes have been prepared by the electrophilic cyclization of various 1-(1-alkynyl)-2-(methylseleno)arenes by Br2, NBS, I2, ICl, PhSeCl, PhSeBr, and Hg(OAc)2. This method tolerates a wide variety of functional groups, including alcohol, ester, nitrile, nitro, and silyl groups, and proceeds under exceptionally mild reaction conditions.

References

Jan 1, 1994·Journal of Photochemistry and Photobiology. B, Biology·A Jakobs, J Piette
Aug 31, 2001·Bioorganic & Medicinal Chemistry Letters·B L FlynnM K Jung
May 11, 2002·The Journal of Organic Chemistry·Qinhua HuangRichard C Larock
Jul 19, 2003·The Journal of Organic Chemistry·Tuanli Yao, Richard C Larock
Jul 30, 2004·Organic Letters·Tuanli YaoRichard C Larock
Sep 10, 2004·Journal of the American Chemical Society·Tuanli YaoRichard C Larock
Feb 25, 2005·Organic Letters·Xiaoxia ZhangRichard C Larock

❮ Previous
Next ❯

Citations

Nov 6, 2007·The Journal of Organic Chemistry·Jesse P Waldo, Richard C Larock
Dec 25, 2008·The Journal of Organic Chemistry·Saurabh MehtaRichard C Larock
Feb 4, 2010·The Journal of Organic Chemistry·Saurabh Mehta, Richard C Larock
May 21, 2016·Chemical Reviews·Indranirekha SaikiaProdeep Phukan
Feb 20, 2016·Organic & Biomolecular Chemistry·Bin Wu, Naohiko Yoshikai
Jul 8, 2016·Organic & Biomolecular Chemistry·Trapti AggarwalAkhilesh K Verma
Apr 23, 2015·Organic & Biomolecular Chemistry·Damiano TaniniMarco d'Ischia
Dec 31, 2008·Angewandte Chemie·Akhilesh Kumar VermaRichard C Larock
Jan 7, 2011·Organic & Biomolecular Chemistry·Cristiano R B Rhoden, Gilson Zeni
Apr 29, 2020·Organic & Biomolecular Chemistry·Ana Maria S RecchiGilson Zeni
Jun 6, 2015·Chemistry : a European Journal·Rohan VolpeBernard L Flynn
May 19, 2017·Organic & Biomolecular Chemistry·Sonu KumarAkhilesh K Verma
Jan 13, 2011·Organic & Biomolecular Chemistry·Daniela A BarancelliGilson Zeni
Dec 17, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Paola S HellwigEder J Lenardão
Mar 7, 2008·The Journal of Organic Chemistry·Ziwei W Just, Richard C Larock
Aug 19, 2007·The Journal of Organic Chemistry·Diego AlvesGilson Zeni
Feb 20, 2007·Chemical Reviews·Rafael Chinchilla, Carmen Najera
Feb 13, 2009·The Journal of Organic Chemistry·Flávia ManarinGilson Zeni
Jul 5, 2008·Organic Letters·Dinesh R Garud, Mamoru Koketsu
May 13, 2021·Organic & Biomolecular Chemistry·Christopher CunninghamTanay Kesharwani
Feb 5, 2013·The Journal of Organic Chemistry·Ulrich KloecknerBoris J Nachtsheim

❮ 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.