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

ABSTRACT: An aerobic decarboxylative cross-coupling of α-amino acids with diverse C-H nucleophiles has been realized using Cu₂(OH)₂CO₃ (1 mol%) as the catalyst under air. This protocol enables highly efficient formation of various C(sp³)-C(sp³), C(sp³)-C(sp²) and C(sp³)-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.

SUBMITTER: Guo J

PROVIDER: S-EPMC9080283 | biostudies-literature | 2018 Apr

REPOSITORIES: biostudies-literature

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

Guo Jing J Xie Ying Y Wu Qiao-Lei QL Zeng Wen-Tian WT Chan Albert S C ASC Weng Jiang J Lu Gui G

RSC advances 20180401 29

An aerobic decarboxylative cross-coupling of α-amino acids with diverse C-H nucleophiles has been realized using Cu2(OH)2CO3 (1 mol%) as the catalyst under air. This protocol enables highly efficient formation of various C(sp3)-C(sp3), C(sp3)-C(sp2) and C(sp3)-C(sp) bonds under simple conditions without the use of any ligand or extra oxidant, providing a practical approach to numerous nitrogen-containing comp ...[more]

PMID: 35542206

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