Enantioselective synthesis of planar chiral ferrocenes via gold(I)-catalyzed hydroarylation of N-ferrocenyl propiolamides
Herein, we report an intramolecular 6-endo-dig cyclization of N-ferrocenyl propiolamides for the synthesis of planar chiral ferrocenes enabled by gold(I)-catalyzed hydroarylation. By using this protocol, a variety of planar chiral ferrocenopyridin-2(1H)-ones were obtained in good yields and excellen...
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| Format: | Article |
| Language: | English |
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KeAi Communications Co. Ltd.
2025-05-01
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| Series: | Green Synthesis and Catalysis |
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| Online Access: | http://www.sciencedirect.com/science/article/pii/S2666554924000279 |
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| author | Qian Zhou Lulin Qiao An-An Zhang Lu Li Tuan-Jie Meng Baomin Fan Yuan-Yuan Gao Lantao Liu |
| author_facet | Qian Zhou Lulin Qiao An-An Zhang Lu Li Tuan-Jie Meng Baomin Fan Yuan-Yuan Gao Lantao Liu |
| author_sort | Qian Zhou |
| collection | DOAJ |
| description | Herein, we report an intramolecular 6-endo-dig cyclization of N-ferrocenyl propiolamides for the synthesis of planar chiral ferrocenes enabled by gold(I)-catalyzed hydroarylation. By using this protocol, a variety of planar chiral ferrocenopyridin-2(1H)-ones were obtained in good yields and excellent enantioselectivities (up to 96 % ee). |
| format | Article |
| id | doaj-art-57928d9b22d34f5e900a0fc60ac24099 |
| institution | Kabale University |
| issn | 2666-5549 |
| language | English |
| publishDate | 2025-05-01 |
| publisher | KeAi Communications Co. Ltd. |
| record_format | Article |
| series | Green Synthesis and Catalysis |
| spelling | doaj-art-57928d9b22d34f5e900a0fc60ac240992025-08-20T03:29:10ZengKeAi Communications Co. Ltd.Green Synthesis and Catalysis2666-55492025-05-016219820110.1016/j.gresc.2024.02.007Enantioselective synthesis of planar chiral ferrocenes via gold(I)-catalyzed hydroarylation of N-ferrocenyl propiolamidesQian Zhou0Lulin Qiao1An-An Zhang2Lu Li3Tuan-Jie Meng4Baomin Fan5Yuan-Yuan Gao6Lantao Liu7College of Chemistry, Zhengzhou University, Zhengzhou 450001, China; Henan Engineering Laboratory of Green Synthesis for Pharmaceuticals, College of Chemistry and Chemical Engineering, Shangqiu Normal University, Shangqiu 476000, ChinaHenan Engineering Laboratory of Green Synthesis for Pharmaceuticals, College of Chemistry and Chemical Engineering, Shangqiu Normal University, Shangqiu 476000, China; Key Laboratory of Chemistry in Ethnic Medicinal Resources, Yunnan Minzu University, Kunming 650500, ChinaHenan Engineering Laboratory of Green Synthesis for Pharmaceuticals, College of Chemistry and Chemical Engineering, Shangqiu Normal University, Shangqiu 476000, ChinaHenan Engineering Laboratory of Green Synthesis for Pharmaceuticals, College of Chemistry and Chemical Engineering, Shangqiu Normal University, Shangqiu 476000, ChinaHenan Engineering Laboratory of Green Synthesis for Pharmaceuticals, College of Chemistry and Chemical Engineering, Shangqiu Normal University, Shangqiu 476000, ChinaKey Laboratory of Chemistry in Ethnic Medicinal Resources, Yunnan Minzu University, Kunming 650500, China; Corresponding author. Key Laboratory of Chemistry in Ethnic Medicinal Resources, Yunnan Minzu University, Kunming 650500, China.Henan Engineering Laboratory of Green Synthesis for Pharmaceuticals, College of Chemistry and Chemical Engineering, Shangqiu Normal University, Shangqiu 476000, China; Corresponding author. College of Chemistry and Chemical Engineering, Shangqiu Normal University, Shangqiu 476000, China.College of Chemistry, Zhengzhou University, Zhengzhou 450001, China; Henan Engineering Laboratory of Green Synthesis for Pharmaceuticals, College of Chemistry and Chemical Engineering, Shangqiu Normal University, Shangqiu 476000, China; Corresponding author. College of Chemistry, Zhengzhou University, Zhengzhou 450001, China.Herein, we report an intramolecular 6-endo-dig cyclization of N-ferrocenyl propiolamides for the synthesis of planar chiral ferrocenes enabled by gold(I)-catalyzed hydroarylation. By using this protocol, a variety of planar chiral ferrocenopyridin-2(1H)-ones were obtained in good yields and excellent enantioselectivities (up to 96 % ee).http://www.sciencedirect.com/science/article/pii/S2666554924000279Planar chiral ferrocenesEnantioselective synthesisGold(I)-catalyzed hydroarylation6-endo-dig cyclizationN-ferrocenyl propiolamides |
| spellingShingle | Qian Zhou Lulin Qiao An-An Zhang Lu Li Tuan-Jie Meng Baomin Fan Yuan-Yuan Gao Lantao Liu Enantioselective synthesis of planar chiral ferrocenes via gold(I)-catalyzed hydroarylation of N-ferrocenyl propiolamides Green Synthesis and Catalysis Planar chiral ferrocenes Enantioselective synthesis Gold(I)-catalyzed hydroarylation 6-endo-dig cyclization N-ferrocenyl propiolamides |
| title | Enantioselective synthesis of planar chiral ferrocenes via gold(I)-catalyzed hydroarylation of N-ferrocenyl propiolamides |
| title_full | Enantioselective synthesis of planar chiral ferrocenes via gold(I)-catalyzed hydroarylation of N-ferrocenyl propiolamides |
| title_fullStr | Enantioselective synthesis of planar chiral ferrocenes via gold(I)-catalyzed hydroarylation of N-ferrocenyl propiolamides |
| title_full_unstemmed | Enantioselective synthesis of planar chiral ferrocenes via gold(I)-catalyzed hydroarylation of N-ferrocenyl propiolamides |
| title_short | Enantioselective synthesis of planar chiral ferrocenes via gold(I)-catalyzed hydroarylation of N-ferrocenyl propiolamides |
| title_sort | enantioselective synthesis of planar chiral ferrocenes via gold i catalyzed hydroarylation of n ferrocenyl propiolamides |
| topic | Planar chiral ferrocenes Enantioselective synthesis Gold(I)-catalyzed hydroarylation 6-endo-dig cyclization N-ferrocenyl propiolamides |
| url | http://www.sciencedirect.com/science/article/pii/S2666554924000279 |
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