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Regio- and Stereoselective Synthesis of the Core Structure of Hexahydrobenzo[c]phenanthridine Alkaloids via Redox-Neutral Cp*Rh(III)-Catalyzed C–H/N–H Annulation of Cyclic Alkenes with Benzamides

[Image: see text] A highly stereo- and regioselective synthesis of the core skeleton of hexahydrobenzo[c]phenanthridine-type alkaloids is reported herein for the first time. A wide range of substrate scope, excellent functional group tolerance, and good to excellent yields were observed. This protoc...

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Autores principales: Das Adhikari, Gopal Krushna, Chebolu, Rajesh, Ravikumar, Ponneri Chandrababu
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2020
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7513371/
https://www.ncbi.nlm.nih.gov/pubmed/32984725
http://dx.doi.org/10.1021/acsomega.0c03434
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author Das Adhikari, Gopal Krushna
Chebolu, Rajesh
Ravikumar, Ponneri Chandrababu
author_facet Das Adhikari, Gopal Krushna
Chebolu, Rajesh
Ravikumar, Ponneri Chandrababu
author_sort Das Adhikari, Gopal Krushna
collection PubMed
description [Image: see text] A highly stereo- and regioselective synthesis of the core skeleton of hexahydrobenzo[c]phenanthridine-type alkaloids is reported herein for the first time. A wide range of substrate scope, excellent functional group tolerance, and good to excellent yields were observed. This protocol gives very concise and efficient access to the core skeleton of chelidonine alkaloids as compared to the earlier approaches.
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spelling pubmed-75133712020-09-25 Regio- and Stereoselective Synthesis of the Core Structure of Hexahydrobenzo[c]phenanthridine Alkaloids via Redox-Neutral Cp*Rh(III)-Catalyzed C–H/N–H Annulation of Cyclic Alkenes with Benzamides Das Adhikari, Gopal Krushna Chebolu, Rajesh Ravikumar, Ponneri Chandrababu ACS Omega [Image: see text] A highly stereo- and regioselective synthesis of the core skeleton of hexahydrobenzo[c]phenanthridine-type alkaloids is reported herein for the first time. A wide range of substrate scope, excellent functional group tolerance, and good to excellent yields were observed. This protocol gives very concise and efficient access to the core skeleton of chelidonine alkaloids as compared to the earlier approaches. American Chemical Society 2020-09-10 /pmc/articles/PMC7513371/ /pubmed/32984725 http://dx.doi.org/10.1021/acsomega.0c03434 Text en Copyright © 2020 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Das Adhikari, Gopal Krushna
Chebolu, Rajesh
Ravikumar, Ponneri Chandrababu
Regio- and Stereoselective Synthesis of the Core Structure of Hexahydrobenzo[c]phenanthridine Alkaloids via Redox-Neutral Cp*Rh(III)-Catalyzed C–H/N–H Annulation of Cyclic Alkenes with Benzamides
title Regio- and Stereoselective Synthesis of the Core Structure of Hexahydrobenzo[c]phenanthridine Alkaloids via Redox-Neutral Cp*Rh(III)-Catalyzed C–H/N–H Annulation of Cyclic Alkenes with Benzamides
title_full Regio- and Stereoselective Synthesis of the Core Structure of Hexahydrobenzo[c]phenanthridine Alkaloids via Redox-Neutral Cp*Rh(III)-Catalyzed C–H/N–H Annulation of Cyclic Alkenes with Benzamides
title_fullStr Regio- and Stereoselective Synthesis of the Core Structure of Hexahydrobenzo[c]phenanthridine Alkaloids via Redox-Neutral Cp*Rh(III)-Catalyzed C–H/N–H Annulation of Cyclic Alkenes with Benzamides
title_full_unstemmed Regio- and Stereoselective Synthesis of the Core Structure of Hexahydrobenzo[c]phenanthridine Alkaloids via Redox-Neutral Cp*Rh(III)-Catalyzed C–H/N–H Annulation of Cyclic Alkenes with Benzamides
title_short Regio- and Stereoselective Synthesis of the Core Structure of Hexahydrobenzo[c]phenanthridine Alkaloids via Redox-Neutral Cp*Rh(III)-Catalyzed C–H/N–H Annulation of Cyclic Alkenes with Benzamides
title_sort regio- and stereoselective synthesis of the core structure of hexahydrobenzo[c]phenanthridine alkaloids via redox-neutral cp*rh(iii)-catalyzed c–h/n–h annulation of cyclic alkenes with benzamides
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7513371/
https://www.ncbi.nlm.nih.gov/pubmed/32984725
http://dx.doi.org/10.1021/acsomega.0c03434
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