Palladium-Catalyzed [5 + 2] Rollover Annulation of 1-Benzylpyrazoles with Alkynes: A Direct Entry to Tricyclic 2-Benzazepines

[Image: see text] The first Pd-catalyzed [5 + 2] rollover annulation of 1-benzylpyrazoles with alkynes to assemble 10H-benzo[e]pyrazolo[1,5-a]azepines (tricyclic 2-benzazepines) has been developed. The rollover annulation implies a twofold C–H activation of aryl and heteroaryl C(sp(2))–H bonds (C–H/...

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Autores principales: Suárez-Lustres, Alejandro, Martínez-Yáñez, Nuria, Velasco-Rubio, Álvaro, Varela, Jesús A., Saá, Carlos
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9926515/
https://www.ncbi.nlm.nih.gov/pubmed/36720009
http://dx.doi.org/10.1021/acs.orglett.2c04300
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author Suárez-Lustres, Alejandro
Martínez-Yáñez, Nuria
Velasco-Rubio, Álvaro
Varela, Jesús A.
Saá, Carlos
author_facet Suárez-Lustres, Alejandro
Martínez-Yáñez, Nuria
Velasco-Rubio, Álvaro
Varela, Jesús A.
Saá, Carlos
author_sort Suárez-Lustres, Alejandro
collection PubMed
description [Image: see text] The first Pd-catalyzed [5 + 2] rollover annulation of 1-benzylpyrazoles with alkynes to assemble 10H-benzo[e]pyrazolo[1,5-a]azepines (tricyclic 2-benzazepines) has been developed. The rollover annulation implies a twofold C–H activation of aryl and heteroaryl C(sp(2))–H bonds (C–H/C–H) of 1-benzylpyrazoles (five-atom partners) and alkynes to give the [5 + 2] annulated compounds.
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spelling pubmed-99265152023-02-15 Palladium-Catalyzed [5 + 2] Rollover Annulation of 1-Benzylpyrazoles with Alkynes: A Direct Entry to Tricyclic 2-Benzazepines Suárez-Lustres, Alejandro Martínez-Yáñez, Nuria Velasco-Rubio, Álvaro Varela, Jesús A. Saá, Carlos Org Lett [Image: see text] The first Pd-catalyzed [5 + 2] rollover annulation of 1-benzylpyrazoles with alkynes to assemble 10H-benzo[e]pyrazolo[1,5-a]azepines (tricyclic 2-benzazepines) has been developed. The rollover annulation implies a twofold C–H activation of aryl and heteroaryl C(sp(2))–H bonds (C–H/C–H) of 1-benzylpyrazoles (five-atom partners) and alkynes to give the [5 + 2] annulated compounds. American Chemical Society 2023-01-31 /pmc/articles/PMC9926515/ /pubmed/36720009 http://dx.doi.org/10.1021/acs.orglett.2c04300 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Suárez-Lustres, Alejandro
Martínez-Yáñez, Nuria
Velasco-Rubio, Álvaro
Varela, Jesús A.
Saá, Carlos
Palladium-Catalyzed [5 + 2] Rollover Annulation of 1-Benzylpyrazoles with Alkynes: A Direct Entry to Tricyclic 2-Benzazepines
title Palladium-Catalyzed [5 + 2] Rollover Annulation of 1-Benzylpyrazoles with Alkynes: A Direct Entry to Tricyclic 2-Benzazepines
title_full Palladium-Catalyzed [5 + 2] Rollover Annulation of 1-Benzylpyrazoles with Alkynes: A Direct Entry to Tricyclic 2-Benzazepines
title_fullStr Palladium-Catalyzed [5 + 2] Rollover Annulation of 1-Benzylpyrazoles with Alkynes: A Direct Entry to Tricyclic 2-Benzazepines
title_full_unstemmed Palladium-Catalyzed [5 + 2] Rollover Annulation of 1-Benzylpyrazoles with Alkynes: A Direct Entry to Tricyclic 2-Benzazepines
title_short Palladium-Catalyzed [5 + 2] Rollover Annulation of 1-Benzylpyrazoles with Alkynes: A Direct Entry to Tricyclic 2-Benzazepines
title_sort palladium-catalyzed [5 + 2] rollover annulation of 1-benzylpyrazoles with alkynes: a direct entry to tricyclic 2-benzazepines
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9926515/
https://www.ncbi.nlm.nih.gov/pubmed/36720009
http://dx.doi.org/10.1021/acs.orglett.2c04300
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