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Copper-catalyzed aerobic decarboxylative coupling between cyclic α-amino acids and diverse C–H nucleophiles with low catalyst loading

An aerobic decarboxylative cross-coupling of α-amino acids with diverse C–H nucleophiles has been realized using Cu(2)(OH)(2)CO(3) (1 mol%) as the catalyst under air. This protocol enables highly efficient formation of various C(sp(3))–C(sp(3)), C(sp(3))–C(sp(2)) and C(sp(3))–C(sp) bonds under simpl...

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Autores principales: Guo, Jing, Xie, Ying, Wu, Qiao-Lei, Zeng, Wen-Tian, Chan, Albert S. C., Weng, Jiang, Lu, Gui
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9080283/
https://www.ncbi.nlm.nih.gov/pubmed/35542206
http://dx.doi.org/10.1039/c8ra02340a
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author Guo, Jing
Xie, Ying
Wu, Qiao-Lei
Zeng, Wen-Tian
Chan, Albert S. C.
Weng, Jiang
Lu, Gui
author_facet Guo, Jing
Xie, Ying
Wu, Qiao-Lei
Zeng, Wen-Tian
Chan, Albert S. C.
Weng, Jiang
Lu, Gui
author_sort Guo, Jing
collection PubMed
description An aerobic decarboxylative cross-coupling of α-amino acids with diverse C–H nucleophiles has been realized using Cu(2)(OH)(2)CO(3) (1 mol%) as the catalyst under air. This protocol enables highly efficient formation of various C(sp(3))–C(sp(3)), C(sp(3))–C(sp(2)) and C(sp(3))–C(sp) bonds under simple conditions without the use of any ligand or extra oxidant, providing a practical approach to numerous nitrogen-containing compounds in good to excellent yields. The efficiency and practicability were also demonstrated by the gram-scale experiment and three-step synthesis of a Rad51 inhibitor.
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spelling pubmed-90802832022-05-09 Copper-catalyzed aerobic decarboxylative coupling between cyclic α-amino acids and diverse C–H nucleophiles with low catalyst loading Guo, Jing Xie, Ying Wu, Qiao-Lei Zeng, Wen-Tian Chan, Albert S. C. Weng, Jiang Lu, Gui RSC Adv Chemistry An aerobic decarboxylative cross-coupling of α-amino acids with diverse C–H nucleophiles has been realized using Cu(2)(OH)(2)CO(3) (1 mol%) as the catalyst under air. This protocol enables highly efficient formation of various C(sp(3))–C(sp(3)), C(sp(3))–C(sp(2)) and C(sp(3))–C(sp) bonds under simple conditions without the use of any ligand or extra oxidant, providing a practical approach to numerous nitrogen-containing compounds in good to excellent yields. The efficiency and practicability were also demonstrated by the gram-scale experiment and three-step synthesis of a Rad51 inhibitor. The Royal Society of Chemistry 2018-05-01 /pmc/articles/PMC9080283/ /pubmed/35542206 http://dx.doi.org/10.1039/c8ra02340a Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Guo, Jing
Xie, Ying
Wu, Qiao-Lei
Zeng, Wen-Tian
Chan, Albert S. C.
Weng, Jiang
Lu, Gui
Copper-catalyzed aerobic decarboxylative coupling between cyclic α-amino acids and diverse C–H nucleophiles with low catalyst loading
title Copper-catalyzed aerobic decarboxylative coupling between cyclic α-amino acids and diverse C–H nucleophiles with low catalyst loading
title_full Copper-catalyzed aerobic decarboxylative coupling between cyclic α-amino acids and diverse C–H nucleophiles with low catalyst loading
title_fullStr Copper-catalyzed aerobic decarboxylative coupling between cyclic α-amino acids and diverse C–H nucleophiles with low catalyst loading
title_full_unstemmed Copper-catalyzed aerobic decarboxylative coupling between cyclic α-amino acids and diverse C–H nucleophiles with low catalyst loading
title_short Copper-catalyzed aerobic decarboxylative coupling between cyclic α-amino acids and diverse C–H nucleophiles with low catalyst loading
title_sort copper-catalyzed aerobic decarboxylative coupling between cyclic α-amino acids and diverse c–h nucleophiles with low catalyst loading
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9080283/
https://www.ncbi.nlm.nih.gov/pubmed/35542206
http://dx.doi.org/10.1039/c8ra02340a
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