A dual role for acetohydrazide in Pd-catalyzed controlled C(sp(3))–H acetoxylation of aldehydes

The palladium catalyzed aldehyde directed acetoxylation of C(sp(3))–H bonds was realized by a transient directing group approach for the first time. Crucial to the successful outcome of this reaction is the dual role of acetohydrazide as a directing group for the catalytic C(sp(3))–H activation proc...

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Detalles Bibliográficos
Autores principales: Chen, Juan, Bai, Chaolumen, Tong, XingWen, Liu, Dan, Bao, Yong-Sheng
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2020
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9050629/
https://www.ncbi.nlm.nih.gov/pubmed/35497595
http://dx.doi.org/10.1039/d0ra01927e
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author Chen, Juan
Bai, Chaolumen
Tong, XingWen
Liu, Dan
Bao, Yong-Sheng
author_facet Chen, Juan
Bai, Chaolumen
Tong, XingWen
Liu, Dan
Bao, Yong-Sheng
author_sort Chen, Juan
collection PubMed
description The palladium catalyzed aldehyde directed acetoxylation of C(sp(3))–H bonds was realized by a transient directing group approach for the first time. Crucial to the successful outcome of this reaction is the dual role of acetohydrazide as a directing group for the catalytic C(sp(3))–H activation process and as a protecting group for the CHO functional group. The applicable methodology exhibits good functional group tolerance and occurs readily under mild conditions.
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spelling pubmed-90506292022-04-29 A dual role for acetohydrazide in Pd-catalyzed controlled C(sp(3))–H acetoxylation of aldehydes Chen, Juan Bai, Chaolumen Tong, XingWen Liu, Dan Bao, Yong-Sheng RSC Adv Chemistry The palladium catalyzed aldehyde directed acetoxylation of C(sp(3))–H bonds was realized by a transient directing group approach for the first time. Crucial to the successful outcome of this reaction is the dual role of acetohydrazide as a directing group for the catalytic C(sp(3))–H activation process and as a protecting group for the CHO functional group. The applicable methodology exhibits good functional group tolerance and occurs readily under mild conditions. The Royal Society of Chemistry 2020-03-25 /pmc/articles/PMC9050629/ /pubmed/35497595 http://dx.doi.org/10.1039/d0ra01927e Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Chen, Juan
Bai, Chaolumen
Tong, XingWen
Liu, Dan
Bao, Yong-Sheng
A dual role for acetohydrazide in Pd-catalyzed controlled C(sp(3))–H acetoxylation of aldehydes
title A dual role for acetohydrazide in Pd-catalyzed controlled C(sp(3))–H acetoxylation of aldehydes
title_full A dual role for acetohydrazide in Pd-catalyzed controlled C(sp(3))–H acetoxylation of aldehydes
title_fullStr A dual role for acetohydrazide in Pd-catalyzed controlled C(sp(3))–H acetoxylation of aldehydes
title_full_unstemmed A dual role for acetohydrazide in Pd-catalyzed controlled C(sp(3))–H acetoxylation of aldehydes
title_short A dual role for acetohydrazide in Pd-catalyzed controlled C(sp(3))–H acetoxylation of aldehydes
title_sort dual role for acetohydrazide in pd-catalyzed controlled c(sp(3))–h acetoxylation of aldehydes
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9050629/
https://www.ncbi.nlm.nih.gov/pubmed/35497595
http://dx.doi.org/10.1039/d0ra01927e
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