Palladium(II)-catalyzed stereospecific alkenyl C-H bond alkylation of allylamines with alkyl iodides
A palladium-catalyzed stereospecific alkylation of allylamines with primary and secondary alkyl iodides is described. Isoquinoline-1-carboxamide (IQA) acts as directing group to generate multisubstituted olefin products in cis configuration in moderate to good yields. Mechanistic studies suggest tha...
| Main Authors: | , , , , , |
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| Other Authors: | |
| Format: | Journal Article |
| Language: | English |
| Published: |
2021
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| Subjects: | |
| Online Access: | https://hdl.handle.net/10356/151653 |
| _version_ | 1826123137292435456 |
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| author | Luo, Yun-Cheng Yang, Chao Qiu, Sheng-Qi Liang, Qiu-Ju Xu, Yun-He Loh, Teck-Peng |
| author2 | School of Physical and Mathematical Sciences |
| author_facet | School of Physical and Mathematical Sciences Luo, Yun-Cheng Yang, Chao Qiu, Sheng-Qi Liang, Qiu-Ju Xu, Yun-He Loh, Teck-Peng |
| author_sort | Luo, Yun-Cheng |
| collection | NTU |
| description | A palladium-catalyzed stereospecific alkylation of allylamines with primary and secondary alkyl iodides is described. Isoquinoline-1-carboxamide (IQA) acts as directing group to generate multisubstituted olefin products in cis configuration in moderate to good yields. Mechanistic studies suggest that alkenyl C-H bond activation is the rate-determining step. |
| first_indexed | 2024-10-01T05:59:43Z |
| format | Journal Article |
| id | ntu-10356/151653 |
| institution | Nanyang Technological University |
| language | English |
| last_indexed | 2024-10-01T05:59:43Z |
| publishDate | 2021 |
| record_format | dspace |
| spelling | ntu-10356/1516532021-07-22T09:56:22Z Palladium(II)-catalyzed stereospecific alkenyl C-H bond alkylation of allylamines with alkyl iodides Luo, Yun-Cheng Yang, Chao Qiu, Sheng-Qi Liang, Qiu-Ju Xu, Yun-He Loh, Teck-Peng School of Physical and Mathematical Sciences Science::Chemistry Palladium Alkylation A palladium-catalyzed stereospecific alkylation of allylamines with primary and secondary alkyl iodides is described. Isoquinoline-1-carboxamide (IQA) acts as directing group to generate multisubstituted olefin products in cis configuration in moderate to good yields. Mechanistic studies suggest that alkenyl C-H bond activation is the rate-determining step. We gratefully acknowledge the funding support of the National Natural Science Foundation of China (21672198, 21871240), the State Key Program of National Natural Science Foundation of China (21432009), and the Fundamental Research Funds for the Central Universities (WK2060190082). 2021-07-22T09:56:22Z 2021-07-22T09:56:22Z 2019 Journal Article Luo, Y., Yang, C., Qiu, S., Liang, Q., Xu, Y. & Loh, T. (2019). Palladium(II)-catalyzed stereospecific alkenyl C-H bond alkylation of allylamines with alkyl iodides. ACS Catalysis, 9(5), 4271-4276. https://dx.doi.org/10.1021/acscatal.8b04415 2155-5435 0000-0001-8817-0626 0000-0002-2936-337X https://hdl.handle.net/10356/151653 10.1021/acscatal.8b04415 2-s2.0-85064980598 5 9 4271 4276 en ACS Catalysis © 2019 American Chemical Society. All rights reserved. |
| spellingShingle | Science::Chemistry Palladium Alkylation Luo, Yun-Cheng Yang, Chao Qiu, Sheng-Qi Liang, Qiu-Ju Xu, Yun-He Loh, Teck-Peng Palladium(II)-catalyzed stereospecific alkenyl C-H bond alkylation of allylamines with alkyl iodides |
| title | Palladium(II)-catalyzed stereospecific alkenyl C-H bond alkylation of allylamines with alkyl iodides |
| title_full | Palladium(II)-catalyzed stereospecific alkenyl C-H bond alkylation of allylamines with alkyl iodides |
| title_fullStr | Palladium(II)-catalyzed stereospecific alkenyl C-H bond alkylation of allylamines with alkyl iodides |
| title_full_unstemmed | Palladium(II)-catalyzed stereospecific alkenyl C-H bond alkylation of allylamines with alkyl iodides |
| title_short | Palladium(II)-catalyzed stereospecific alkenyl C-H bond alkylation of allylamines with alkyl iodides |
| title_sort | palladium ii catalyzed stereospecific alkenyl c h bond alkylation of allylamines with alkyl iodides |
| topic | Science::Chemistry Palladium Alkylation |
| url | https://hdl.handle.net/10356/151653 |
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