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Title: Cascade alkylation and deuteration with aryl iodides via Pd/norbornene catalysis: an efficient method for the synthesis of congested deuterium-labeled arenes

Abstract

An efficient approach for synthesizing congested deuterium-labeled arenes via cascade alkylation and deuteration with aryl iodides has been disclosed. Here, we found that the adoption of sodium formate-$$d$$ as a deuterium source is the key for achieving high deuterium incorporation >98%.

Authors:
 [1];  [1];  [1];  [1]; ORCiD logo [1];  [2]; ORCiD logo [1];  [1]
+ Show Author Affiliations
  1. Nanjing Tech. Univ. Nanjing (China)
  2. Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States)
Publication Date:
Research Org.:
Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States)
Sponsoring Org.:
USDOE Office of Science (SC); National Natural Science Foundation of China (NSFC)
OSTI Identifier:
1546519
Grant/Contract Number:  
AC05-00OR22725
Resource Type:
Accepted Manuscript
Journal Name:
ChemComm
Additional Journal Information:
Journal Volume: 55; Journal Issue: 59; Journal ID: ISSN 1359-7345
Publisher:
Royal Society of Chemistry
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

Citation Formats

Guo, Lei, Xu, Chen, Wu, Ding-Chuan, Hu, Guang-Qi, Zhang, Hong-Hai, Hong, Kunlun, Chen, Su, and Liu, Xiang. Cascade alkylation and deuteration with aryl iodides via Pd/norbornene catalysis: an efficient method for the synthesis of congested deuterium-labeled arenes. United States: N. p., 2019. Web. doi:10.1039/C9CC03988K.
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Guo, Lei, Xu, Chen, Wu, Ding-Chuan, Hu, Guang-Qi, Zhang, Hong-Hai, Hong, Kunlun, Chen, Su, & Liu, Xiang. Cascade alkylation and deuteration with aryl iodides via Pd/norbornene catalysis: an efficient method for the synthesis of congested deuterium-labeled arenes. United States. https://doi.org/10.1039/C9CC03988K
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Guo, Lei, Xu, Chen, Wu, Ding-Chuan, Hu, Guang-Qi, Zhang, Hong-Hai, Hong, Kunlun, Chen, Su, and Liu, Xiang. Tue . "Cascade alkylation and deuteration with aryl iodides via Pd/norbornene catalysis: an efficient method for the synthesis of congested deuterium-labeled arenes". United States. https://doi.org/10.1039/C9CC03988K. https://www.osti.gov/servlets/purl/1546519.
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@article{osti_1546519,
title = {Cascade alkylation and deuteration with aryl iodides via Pd/norbornene catalysis: an efficient method for the synthesis of congested deuterium-labeled arenes},
author = {Guo, Lei and Xu, Chen and Wu, Ding-Chuan and Hu, Guang-Qi and Zhang, Hong-Hai and Hong, Kunlun and Chen, Su and Liu, Xiang},
abstractNote = {An efficient approach for synthesizing congested deuterium-labeled arenes via cascade alkylation and deuteration with aryl iodides has been disclosed. Here, we found that the adoption of sodium formate-$d$ as a deuterium source is the key for achieving high deuterium incorporation >98%.},
doi = {10.1039/C9CC03988K},
journal = {ChemComm},
number = 59,
volume = 55,
place = {United States},
year = {Tue Jun 25 00:00:00 EDT 2019},
month = {Tue Jun 25 00:00:00 EDT 2019}
}
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Journal Article:
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https://doi.org/10.1039/C9CC03988K
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Cited by: 13 works
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Figures / Tables:

Scheme 1 Scheme 1: Various Routes for the Synthesis of Congested Deuterium-Labeled Arenes
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  • Valero, Mégane; Weck, Remo; Güssregen, Stefan
  • Angewandte Chemie, Vol. 130, Issue 27
  • DOI: 10.1002/ange.201804010
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