Copper-mediated oxidative C−H/N−H activations with alkynes by removable hydrazides

The efficient copper-mediated oxidative C–H alkynylation of benzhydrazides was accomplished with terminal alkynes. Thus, a heteroaromatic removable N-2-pyridylhydrazide allowed for domino C–H/N–H functionalization. The approach featured remarkable functional group compatibility and ample substrate s...

Descripción completa

Detalles Bibliográficos
Autores principales: Xiong, Feng, Li, Bo, Yang, Chenrui, Zou, Liang, Ma, Wenbo, Gu, Linghui, Mei, Ruhuai, Ackermann, Lutz
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2021
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8275871/
https://www.ncbi.nlm.nih.gov/pubmed/34290838
http://dx.doi.org/10.3762/bjoc.17.113
_version_ 1783721798450282496
author Xiong, Feng
Li, Bo
Yang, Chenrui
Zou, Liang
Ma, Wenbo
Gu, Linghui
Mei, Ruhuai
Ackermann, Lutz
author_facet Xiong, Feng
Li, Bo
Yang, Chenrui
Zou, Liang
Ma, Wenbo
Gu, Linghui
Mei, Ruhuai
Ackermann, Lutz
author_sort Xiong, Feng
collection PubMed
description The efficient copper-mediated oxidative C–H alkynylation of benzhydrazides was accomplished with terminal alkynes. Thus, a heteroaromatic removable N-2-pyridylhydrazide allowed for domino C–H/N–H functionalization. The approach featured remarkable functional group compatibility and ample substrate scope. Thereby, highly functionalized aromatic and heteroaromatic isoindolin-1-ones were accessed with high efficacy with rate-limiting C–H cleavage.
format Online
Article
Text
id pubmed-8275871
institution National Center for Biotechnology Information
language English
publishDate 2021
publisher Beilstein-Institut
record_format MEDLINE/PubMed
spelling pubmed-82758712021-07-20 Copper-mediated oxidative C−H/N−H activations with alkynes by removable hydrazides Xiong, Feng Li, Bo Yang, Chenrui Zou, Liang Ma, Wenbo Gu, Linghui Mei, Ruhuai Ackermann, Lutz Beilstein J Org Chem Full Research Paper The efficient copper-mediated oxidative C–H alkynylation of benzhydrazides was accomplished with terminal alkynes. Thus, a heteroaromatic removable N-2-pyridylhydrazide allowed for domino C–H/N–H functionalization. The approach featured remarkable functional group compatibility and ample substrate scope. Thereby, highly functionalized aromatic and heteroaromatic isoindolin-1-ones were accessed with high efficacy with rate-limiting C–H cleavage. Beilstein-Institut 2021-07-08 /pmc/articles/PMC8275871/ /pubmed/34290838 http://dx.doi.org/10.3762/bjoc.17.113 Text en Copyright © 2021, Xiong et al. https://creativecommons.org/licenses/by/4.0/https://www.beilstein-journals.org/bjoc/terms/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0 (https://creativecommons.org/licenses/by/4.0/) ). Please note that the reuse, redistribution and reproduction in particular requires that the author(s) and source are credited and that individual graphics may be subject to special legal provisions. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms/terms)
spellingShingle Full Research Paper
Xiong, Feng
Li, Bo
Yang, Chenrui
Zou, Liang
Ma, Wenbo
Gu, Linghui
Mei, Ruhuai
Ackermann, Lutz
Copper-mediated oxidative C−H/N−H activations with alkynes by removable hydrazides
title Copper-mediated oxidative C−H/N−H activations with alkynes by removable hydrazides
title_full Copper-mediated oxidative C−H/N−H activations with alkynes by removable hydrazides
title_fullStr Copper-mediated oxidative C−H/N−H activations with alkynes by removable hydrazides
title_full_unstemmed Copper-mediated oxidative C−H/N−H activations with alkynes by removable hydrazides
title_short Copper-mediated oxidative C−H/N−H activations with alkynes by removable hydrazides
title_sort copper-mediated oxidative c−h/n−h activations with alkynes by removable hydrazides
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8275871/
https://www.ncbi.nlm.nih.gov/pubmed/34290838
http://dx.doi.org/10.3762/bjoc.17.113
work_keys_str_mv AT xiongfeng coppermediatedoxidativechnhactivationswithalkynesbyremovablehydrazides
AT libo coppermediatedoxidativechnhactivationswithalkynesbyremovablehydrazides
AT yangchenrui coppermediatedoxidativechnhactivationswithalkynesbyremovablehydrazides
AT zouliang coppermediatedoxidativechnhactivationswithalkynesbyremovablehydrazides
AT mawenbo coppermediatedoxidativechnhactivationswithalkynesbyremovablehydrazides
AT gulinghui coppermediatedoxidativechnhactivationswithalkynesbyremovablehydrazides
AT meiruhuai coppermediatedoxidativechnhactivationswithalkynesbyremovablehydrazides
AT ackermannlutz coppermediatedoxidativechnhactivationswithalkynesbyremovablehydrazides

Ejemplares similares