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

2021 | journal article. A publication with affiliation to the University of Göttingen.

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​Copper-mediated oxidative C−H/N−H activations with alkynes by removable hydrazides​
Xiong, F.; Li, B.; Yang, C.; Zou, L.; Ma, W.; Gu, L. & Mei, R. et al.​ (2021) 
Beilstein Journal of Organic Chemistry17 pp. 1591​-1599​.​ DOI: https://doi.org/10.3762/bjoc.17.113 

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Authors
Xiong, Feng; Li, Bo; Yang, Chenrui; Zou, Liang; Ma, Wenbo; Gu, Linghui; Mei, Ruhuai; Ackermann, Lutz 
Abstract
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.
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.
Issue Date
2021
Journal
Beilstein Journal of Organic Chemistry 
eISSN
1860-5397
Language
English

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