Ppm Cu Catalyst Enables tert-Alkylation Followed by C–H Cyclization To Synthesize Substituted Oxindoles

[Image: see text] In this paper, we established highly efficient Cu-catalyzed tandem tert-alkylation C–H cyclization of α-bromocarbonyls and methacrylamides to produce substituted oxindoles. The maximum turnover number was up to 48 000 with reasonable yield. Although the catalyst loadings were very...

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Autores principales: Yoshinaga, Kohei, Tsubaki, Naoya, Murata, Yumi, Noda, Yushi, Nishikata, Takashi
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2018
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6645334/
https://www.ncbi.nlm.nih.gov/pubmed/31459034
http://dx.doi.org/10.1021/acsomega.8b01397
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author Yoshinaga, Kohei
Tsubaki, Naoya
Murata, Yumi
Noda, Yushi
Nishikata, Takashi
author_facet Yoshinaga, Kohei
Tsubaki, Naoya
Murata, Yumi
Noda, Yushi
Nishikata, Takashi
author_sort Yoshinaga, Kohei
collection PubMed
description [Image: see text] In this paper, we established highly efficient Cu-catalyzed tandem tert-alkylation C–H cyclization of α-bromocarbonyls and methacrylamides to produce substituted oxindoles. The maximum turnover number was up to 48 000 with reasonable yield. Although the catalyst loadings were very low, the reaction was not involving radical chain reaction. The resulting oxindoles were able to transform into aza-multicyclic compound via a reduction.
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spelling pubmed-66453342019-08-27 Ppm Cu Catalyst Enables tert-Alkylation Followed by C–H Cyclization To Synthesize Substituted Oxindoles Yoshinaga, Kohei Tsubaki, Naoya Murata, Yumi Noda, Yushi Nishikata, Takashi ACS Omega [Image: see text] In this paper, we established highly efficient Cu-catalyzed tandem tert-alkylation C–H cyclization of α-bromocarbonyls and methacrylamides to produce substituted oxindoles. The maximum turnover number was up to 48 000 with reasonable yield. Although the catalyst loadings were very low, the reaction was not involving radical chain reaction. The resulting oxindoles were able to transform into aza-multicyclic compound via a reduction. American Chemical Society 2018-08-13 /pmc/articles/PMC6645334/ /pubmed/31459034 http://dx.doi.org/10.1021/acsomega.8b01397 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 Yoshinaga, Kohei
Tsubaki, Naoya
Murata, Yumi
Noda, Yushi
Nishikata, Takashi
Ppm Cu Catalyst Enables tert-Alkylation Followed by C–H Cyclization To Synthesize Substituted Oxindoles
title Ppm Cu Catalyst Enables tert-Alkylation Followed by C–H Cyclization To Synthesize Substituted Oxindoles
title_full Ppm Cu Catalyst Enables tert-Alkylation Followed by C–H Cyclization To Synthesize Substituted Oxindoles
title_fullStr Ppm Cu Catalyst Enables tert-Alkylation Followed by C–H Cyclization To Synthesize Substituted Oxindoles
title_full_unstemmed Ppm Cu Catalyst Enables tert-Alkylation Followed by C–H Cyclization To Synthesize Substituted Oxindoles
title_short Ppm Cu Catalyst Enables tert-Alkylation Followed by C–H Cyclization To Synthesize Substituted Oxindoles
title_sort ppm cu catalyst enables tert-alkylation followed by c–h cyclization to synthesize substituted oxindoles
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6645334/
https://www.ncbi.nlm.nih.gov/pubmed/31459034
http://dx.doi.org/10.1021/acsomega.8b01397
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