Cargando…

2-Alkynylarylnitrile: An Emerging Precursor for the Generation of Carbo- and Heterocycles

[Image: see text] In the pursuit of a coherent synthetic route for the synthesis of carbo- and heterocycles, 2-alkynylarylnitrile has been recognized as a useful and versatile building block in organic synthesis due to the dual capacity of this precursor to act with a nucleophilic of electrophilic n...

Descripción completa

Detalles Bibliográficos
Autores principales: Mishra, Pawan K., Chatterjee, Satyaki, Verma, Akhilesh K.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2020
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7758905/
https://www.ncbi.nlm.nih.gov/pubmed/33376851
http://dx.doi.org/10.1021/acsomega.0c04242
_version_ 1783627023791423488
author Mishra, Pawan K.
Chatterjee, Satyaki
Verma, Akhilesh K.
author_facet Mishra, Pawan K.
Chatterjee, Satyaki
Verma, Akhilesh K.
author_sort Mishra, Pawan K.
collection PubMed
description [Image: see text] In the pursuit of a coherent synthetic route for the synthesis of carbo- and heterocycles, 2-alkynylarylnitrile has been recognized as a useful and versatile building block in organic synthesis due to the dual capacity of this precursor to act with a nucleophilic of electrophilic nature. The alkynes implanted at the ortho position improved the reactivity of the substrate for tandem cyclization and annulations, which led to the synthesis of diverse and complex cyclic compounds. This mini review summarizes the literature on the synthetic transformations of 2-alkynylarylnitrile into biologically relevant heterocycles as well as carbocycles such as isoindoles, isoquinolines, naphthalenes, and indenones as well as building blocks for the synthesis of various natural products. We hope that this concise review will be a promissory entry for future research in this area.
format Online
Article
Text
id pubmed-7758905
institution National Center for Biotechnology Information
language English
publishDate 2020
publisher American Chemical Society
record_format MEDLINE/PubMed
spelling pubmed-77589052020-12-28 2-Alkynylarylnitrile: An Emerging Precursor for the Generation of Carbo- and Heterocycles Mishra, Pawan K. Chatterjee, Satyaki Verma, Akhilesh K. ACS Omega [Image: see text] In the pursuit of a coherent synthetic route for the synthesis of carbo- and heterocycles, 2-alkynylarylnitrile has been recognized as a useful and versatile building block in organic synthesis due to the dual capacity of this precursor to act with a nucleophilic of electrophilic nature. The alkynes implanted at the ortho position improved the reactivity of the substrate for tandem cyclization and annulations, which led to the synthesis of diverse and complex cyclic compounds. This mini review summarizes the literature on the synthetic transformations of 2-alkynylarylnitrile into biologically relevant heterocycles as well as carbocycles such as isoindoles, isoquinolines, naphthalenes, and indenones as well as building blocks for the synthesis of various natural products. We hope that this concise review will be a promissory entry for future research in this area. American Chemical Society 2020-12-09 /pmc/articles/PMC7758905/ /pubmed/33376851 http://dx.doi.org/10.1021/acsomega.0c04242 Text en © 2020 American Chemical Society This is an open access article published under a Creative Commons Non-Commercial No Derivative Works (CC-BY-NC-ND) Attribution License (http://pubs.acs.org/page/policy/authorchoice_ccbyncnd_termsofuse.html) , which permits copying and redistribution of the article, and creation of adaptations, all for non-commercial purposes.
spellingShingle Mishra, Pawan K.
Chatterjee, Satyaki
Verma, Akhilesh K.
2-Alkynylarylnitrile: An Emerging Precursor for the Generation of Carbo- and Heterocycles
title 2-Alkynylarylnitrile: An Emerging Precursor for the Generation of Carbo- and Heterocycles
title_full 2-Alkynylarylnitrile: An Emerging Precursor for the Generation of Carbo- and Heterocycles
title_fullStr 2-Alkynylarylnitrile: An Emerging Precursor for the Generation of Carbo- and Heterocycles
title_full_unstemmed 2-Alkynylarylnitrile: An Emerging Precursor for the Generation of Carbo- and Heterocycles
title_short 2-Alkynylarylnitrile: An Emerging Precursor for the Generation of Carbo- and Heterocycles
title_sort 2-alkynylarylnitrile: an emerging precursor for the generation of carbo- and heterocycles
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7758905/
https://www.ncbi.nlm.nih.gov/pubmed/33376851
http://dx.doi.org/10.1021/acsomega.0c04242
work_keys_str_mv AT mishrapawank 2alkynylarylnitrileanemergingprecursorforthegenerationofcarboandheterocycles
AT chatterjeesatyaki 2alkynylarylnitrileanemergingprecursorforthegenerationofcarboandheterocycles
AT vermaakhileshk 2alkynylarylnitrileanemergingprecursorforthegenerationofcarboandheterocycles