Copper-catalyzed C-H [3 + 2] annulation of N-substituted anilines with α-carbonyl alkyl bromides via C(sp 3 )-Br/C(sp 2 )-H functionalization
A copper-catalyzed C-H [3 + 2] annulation of N-substituted anilines with α-carbonyl alkyl bromides for the synthesis of 3,3'-disubstituted oxindoles is developed. Tandem C-H cycloamidation reactions of various α-carbonyl alkyl bromide derivatives including tertiary-α-bromoalkyl ketone esters, m...
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| Veröffentlicht in: | Organic & biomolecular chemistry 2020-03, Vol.18 (11), p.2170-2174 |
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| container_end_page | 2174 |
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| container_issue | 11 |
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| container_title | Organic & biomolecular chemistry |
| container_volume | 18 |
| creator | Cao, An-Zhu Xiao, Yu-Ting Wu, Yan-Chen Song, Ren-Jie Xie, Ye-Xiang Li, Jin-Heng |
| description | A copper-catalyzed C-H [3 + 2] annulation of N-substituted anilines with α-carbonyl alkyl bromides for the synthesis of 3,3'-disubstituted oxindoles is developed. Tandem C-H cycloamidation reactions of various α-carbonyl alkyl bromide derivatives including tertiary-α-bromoalkyl ketone esters, malonic esters and cycloalkanes, with N-aryl or alkyl substituted anilines, can be performed using this system, affording a vast array of valuable 3,3'-disubstituted oxindoles in moderate to good yields. |
| doi_str_mv | 10.1039/d0ob00399a |
| format | Article |
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| ispartof | Organic & biomolecular chemistry, 2020-03, Vol.18 (11), p.2170-2174 |
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| source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Aniline Aromatic compounds Bromides Carbonyl compounds Carbonyls Cascade chemical reactions Chemical reactions Copper Crystallography Cycloalkanes Esters Organic chemistry Substitutes |
| title | Copper-catalyzed C-H [3 + 2] annulation of N-substituted anilines with α-carbonyl alkyl bromides via C(sp 3 )-Br/C(sp 2 )-H functionalization |
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