Ru(II)/Ir(III)-Catalyzed C–H Bond Activation/Annulation of Cyclic Amides with 1,3-Diketone-2-diazo Compounds: Facile Access to 8H-Isoquinolino[1,2-b]quinazolin-8-ones and Phthalazino[2,3-a]cinnoline-8,13-diones

[Image: see text] Efficient access to 8H-isoquinolino[1,2-b]quinazolin-8-ones and phthalazino[2,3-a]cinnoline-8,13-diones through cyclic amide-directed Ru(II)/Ir(III)-catalyzed C–H bond activation, has been developed. Consecutive C–H bond activation, carbene insertion, and condensation annulation pr...

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Autores principales: Cai, Panyuan, Zhang, Enshen, Wu, Yinsong, Fang, Taibei, Li, Qianqian, Yang, Chen, Wang, Jian, Shang, Yongjia
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2018
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6644029/
https://www.ncbi.nlm.nih.gov/pubmed/31458141
http://dx.doi.org/10.1021/acsomega.8b01930
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author Cai, Panyuan
Zhang, Enshen
Wu, Yinsong
Fang, Taibei
Li, Qianqian
Yang, Chen
Wang, Jian
Shang, Yongjia
author_facet Cai, Panyuan
Zhang, Enshen
Wu, Yinsong
Fang, Taibei
Li, Qianqian
Yang, Chen
Wang, Jian
Shang, Yongjia
author_sort Cai, Panyuan
collection PubMed
description [Image: see text] Efficient access to 8H-isoquinolino[1,2-b]quinazolin-8-ones and phthalazino[2,3-a]cinnoline-8,13-diones through cyclic amide-directed Ru(II)/Ir(III)-catalyzed C–H bond activation, has been developed. Consecutive C–H bond activation, carbene insertion, and condensation annulation processes were realized, affording 8H-isoquinolino[1,2-b]quinazolin-8-one and phthalazino[2,3-a]cinnoline-8,13-dione derivatives in good-to-excellent yields under mild conditions, with H(2)O and N(2) being generated as the only byproducts.
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spelling pubmed-66440292019-08-27 Ru(II)/Ir(III)-Catalyzed C–H Bond Activation/Annulation of Cyclic Amides with 1,3-Diketone-2-diazo Compounds: Facile Access to 8H-Isoquinolino[1,2-b]quinazolin-8-ones and Phthalazino[2,3-a]cinnoline-8,13-diones Cai, Panyuan Zhang, Enshen Wu, Yinsong Fang, Taibei Li, Qianqian Yang, Chen Wang, Jian Shang, Yongjia ACS Omega [Image: see text] Efficient access to 8H-isoquinolino[1,2-b]quinazolin-8-ones and phthalazino[2,3-a]cinnoline-8,13-diones through cyclic amide-directed Ru(II)/Ir(III)-catalyzed C–H bond activation, has been developed. Consecutive C–H bond activation, carbene insertion, and condensation annulation processes were realized, affording 8H-isoquinolino[1,2-b]quinazolin-8-one and phthalazino[2,3-a]cinnoline-8,13-dione derivatives in good-to-excellent yields under mild conditions, with H(2)O and N(2) being generated as the only byproducts. American Chemical Society 2018-11-01 /pmc/articles/PMC6644029/ /pubmed/31458141 http://dx.doi.org/10.1021/acsomega.8b01930 Text en Copyright © 2018 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 Cai, Panyuan
Zhang, Enshen
Wu, Yinsong
Fang, Taibei
Li, Qianqian
Yang, Chen
Wang, Jian
Shang, Yongjia
Ru(II)/Ir(III)-Catalyzed C–H Bond Activation/Annulation of Cyclic Amides with 1,3-Diketone-2-diazo Compounds: Facile Access to 8H-Isoquinolino[1,2-b]quinazolin-8-ones and Phthalazino[2,3-a]cinnoline-8,13-diones
title Ru(II)/Ir(III)-Catalyzed C–H Bond Activation/Annulation of Cyclic Amides with 1,3-Diketone-2-diazo Compounds: Facile Access to 8H-Isoquinolino[1,2-b]quinazolin-8-ones and Phthalazino[2,3-a]cinnoline-8,13-diones
title_full Ru(II)/Ir(III)-Catalyzed C–H Bond Activation/Annulation of Cyclic Amides with 1,3-Diketone-2-diazo Compounds: Facile Access to 8H-Isoquinolino[1,2-b]quinazolin-8-ones and Phthalazino[2,3-a]cinnoline-8,13-diones
title_fullStr Ru(II)/Ir(III)-Catalyzed C–H Bond Activation/Annulation of Cyclic Amides with 1,3-Diketone-2-diazo Compounds: Facile Access to 8H-Isoquinolino[1,2-b]quinazolin-8-ones and Phthalazino[2,3-a]cinnoline-8,13-diones
title_full_unstemmed Ru(II)/Ir(III)-Catalyzed C–H Bond Activation/Annulation of Cyclic Amides with 1,3-Diketone-2-diazo Compounds: Facile Access to 8H-Isoquinolino[1,2-b]quinazolin-8-ones and Phthalazino[2,3-a]cinnoline-8,13-diones
title_short Ru(II)/Ir(III)-Catalyzed C–H Bond Activation/Annulation of Cyclic Amides with 1,3-Diketone-2-diazo Compounds: Facile Access to 8H-Isoquinolino[1,2-b]quinazolin-8-ones and Phthalazino[2,3-a]cinnoline-8,13-diones
title_sort ru(ii)/ir(iii)-catalyzed c–h bond activation/annulation of cyclic amides with 1,3-diketone-2-diazo compounds: facile access to 8h-isoquinolino[1,2-b]quinazolin-8-ones and phthalazino[2,3-a]cinnoline-8,13-diones
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6644029/
https://www.ncbi.nlm.nih.gov/pubmed/31458141
http://dx.doi.org/10.1021/acsomega.8b01930
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