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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...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2018
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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. |
format | Online Article Text |
id | pubmed-9080283 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
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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