Palladium(II)-catalyzed stereospecific alkenyl C-H bond alkylation of allylamines with alkyl iodides

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...

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Main Authors: Luo, Yun-Cheng, Yang, Chao, Qiu, Sheng-Qi, Liang, Qiu-Ju, Xu, Yun-He, Loh, Teck-Peng
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2021
Subjects:
Science::Chemistry
Palladium
Alkylation
Online Access:https://hdl.handle.net/10356/151653
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.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.
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
language English
topic Science::Chemistry
Palladium
Alkylation
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
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.
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
format Article
author Luo, Yun-Cheng
Yang, Chao
Qiu, Sheng-Qi
Liang, Qiu-Ju
Xu, Yun-He
Loh, Teck-Peng
author_sort Luo, Yun-Cheng
title 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_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_sort palladium(ii)-catalyzed stereospecific alkenyl c-h bond alkylation of allylamines with alkyl iodides
publishDate 2021
url https://hdl.handle.net/10356/151653
_version_ 1707050410130276352

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