Cargando…
Rh(iii)-catalyzed synthesis of tetracyclic isoquinolinium salts via C–H activation and [4+2] annulation of 1-phenyl-3,4-dihydroisoquinolines and alkynes in ethanol
An efficient and convenient method to construct tetracyclic isoquinolinium salts via [Cp*RhCl(2)](2) catalyzed C–H activation and [4 + 2] annulation reactions in ethanol is described. This reaction is very fast and highly efficient in the green solvent ethanol. The reaction works with a broad substr...
Autores principales: | , , , , , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2018
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9085511/ https://www.ncbi.nlm.nih.gov/pubmed/35547300 http://dx.doi.org/10.1039/c8ra05443f |
_version_ | 1784703835373043712 |
---|---|
author | Dang, Xinxin He, Yu Liu, Yingtian Chen, Xuehong Li, Jun-Long Zhou, Xian-Li Jiang, Hezhong Li, Jiahong |
author_facet | Dang, Xinxin He, Yu Liu, Yingtian Chen, Xuehong Li, Jun-Long Zhou, Xian-Li Jiang, Hezhong Li, Jiahong |
author_sort | Dang, Xinxin |
collection | PubMed |
description | An efficient and convenient method to construct tetracyclic isoquinolinium salts via [Cp*RhCl(2)](2) catalyzed C–H activation and [4 + 2] annulation reactions in ethanol is described. This reaction is very fast and highly efficient in the green solvent ethanol. The reaction works with a broad substrate scope affording the products in good to excellent yields in a short time. Moreover, a ratio of S/C up to 10 000 could be achieved with gram scale synthesis. |
format | Online Article Text |
id | pubmed-9085511 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-90855112022-05-10 Rh(iii)-catalyzed synthesis of tetracyclic isoquinolinium salts via C–H activation and [4+2] annulation of 1-phenyl-3,4-dihydroisoquinolines and alkynes in ethanol Dang, Xinxin He, Yu Liu, Yingtian Chen, Xuehong Li, Jun-Long Zhou, Xian-Li Jiang, Hezhong Li, Jiahong RSC Adv Chemistry An efficient and convenient method to construct tetracyclic isoquinolinium salts via [Cp*RhCl(2)](2) catalyzed C–H activation and [4 + 2] annulation reactions in ethanol is described. This reaction is very fast and highly efficient in the green solvent ethanol. The reaction works with a broad substrate scope affording the products in good to excellent yields in a short time. Moreover, a ratio of S/C up to 10 000 could be achieved with gram scale synthesis. The Royal Society of Chemistry 2018-08-24 /pmc/articles/PMC9085511/ /pubmed/35547300 http://dx.doi.org/10.1039/c8ra05443f Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/ |
spellingShingle | Chemistry Dang, Xinxin He, Yu Liu, Yingtian Chen, Xuehong Li, Jun-Long Zhou, Xian-Li Jiang, Hezhong Li, Jiahong Rh(iii)-catalyzed synthesis of tetracyclic isoquinolinium salts via C–H activation and [4+2] annulation of 1-phenyl-3,4-dihydroisoquinolines and alkynes in ethanol |
title | Rh(iii)-catalyzed synthesis of tetracyclic isoquinolinium salts via C–H activation and [4+2] annulation of 1-phenyl-3,4-dihydroisoquinolines and alkynes in ethanol |
title_full | Rh(iii)-catalyzed synthesis of tetracyclic isoquinolinium salts via C–H activation and [4+2] annulation of 1-phenyl-3,4-dihydroisoquinolines and alkynes in ethanol |
title_fullStr | Rh(iii)-catalyzed synthesis of tetracyclic isoquinolinium salts via C–H activation and [4+2] annulation of 1-phenyl-3,4-dihydroisoquinolines and alkynes in ethanol |
title_full_unstemmed | Rh(iii)-catalyzed synthesis of tetracyclic isoquinolinium salts via C–H activation and [4+2] annulation of 1-phenyl-3,4-dihydroisoquinolines and alkynes in ethanol |
title_short | Rh(iii)-catalyzed synthesis of tetracyclic isoquinolinium salts via C–H activation and [4+2] annulation of 1-phenyl-3,4-dihydroisoquinolines and alkynes in ethanol |
title_sort | rh(iii)-catalyzed synthesis of tetracyclic isoquinolinium salts via c–h activation and [4+2] annulation of 1-phenyl-3,4-dihydroisoquinolines and alkynes in ethanol |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9085511/ https://www.ncbi.nlm.nih.gov/pubmed/35547300 http://dx.doi.org/10.1039/c8ra05443f |
work_keys_str_mv | AT dangxinxin rhiiicatalyzedsynthesisoftetracyclicisoquinoliniumsaltsviachactivationand42annulationof1phenyl34dihydroisoquinolinesandalkynesinethanol AT heyu rhiiicatalyzedsynthesisoftetracyclicisoquinoliniumsaltsviachactivationand42annulationof1phenyl34dihydroisoquinolinesandalkynesinethanol AT liuyingtian rhiiicatalyzedsynthesisoftetracyclicisoquinoliniumsaltsviachactivationand42annulationof1phenyl34dihydroisoquinolinesandalkynesinethanol AT chenxuehong rhiiicatalyzedsynthesisoftetracyclicisoquinoliniumsaltsviachactivationand42annulationof1phenyl34dihydroisoquinolinesandalkynesinethanol AT lijunlong rhiiicatalyzedsynthesisoftetracyclicisoquinoliniumsaltsviachactivationand42annulationof1phenyl34dihydroisoquinolinesandalkynesinethanol AT zhouxianli rhiiicatalyzedsynthesisoftetracyclicisoquinoliniumsaltsviachactivationand42annulationof1phenyl34dihydroisoquinolinesandalkynesinethanol AT jianghezhong rhiiicatalyzedsynthesisoftetracyclicisoquinoliniumsaltsviachactivationand42annulationof1phenyl34dihydroisoquinolinesandalkynesinethanol AT lijiahong rhiiicatalyzedsynthesisoftetracyclicisoquinoliniumsaltsviachactivationand42annulationof1phenyl34dihydroisoquinolinesandalkynesinethanol |