Copper-Catalyzed Benign and Efficient Oxidation of Tetrahydroisoquinolines and Dihydroisoquinolines Using Air as a Clean Oxidant

[Image: see text] A green chemical method for mild oxidation of 1,2,3,4-tetrahydroisoquinolines (THIQs) and 3,4-dihydroisoquinolines (DHIQs) has been developed using air (O(2)) as a clean oxidant. DHIQs and THIQs could be efficiently oxidized to isoquinolines in dimethyl sulfoxide at 25 °C under an...

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Autores principales: Zheng, Bo, Trieu, Tien Ha, Li, Feng-Lei, Zhu, Xing-Liang, He, Yun-Gang, Fan, Qi-Qi, Shi, Xiao-Xin
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2018
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6644811/
https://www.ncbi.nlm.nih.gov/pubmed/31458961
http://dx.doi.org/10.1021/acsomega.8b00855
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author Zheng, Bo
Trieu, Tien Ha
Li, Feng-Lei
Zhu, Xing-Liang
He, Yun-Gang
Fan, Qi-Qi
Shi, Xiao-Xin
author_facet Zheng, Bo
Trieu, Tien Ha
Li, Feng-Lei
Zhu, Xing-Liang
He, Yun-Gang
Fan, Qi-Qi
Shi, Xiao-Xin
author_sort Zheng, Bo
collection PubMed
description [Image: see text] A green chemical method for mild oxidation of 1,2,3,4-tetrahydroisoquinolines (THIQs) and 3,4-dihydroisoquinolines (DHIQs) has been developed using air (O(2)) as a clean oxidant. DHIQs and THIQs could be efficiently oxidized to isoquinolines in dimethyl sulfoxide at 25 °C under an open air atmosphere with CuBr(2) (20 mol %) as the catalyst; different bases [NaOEt and/or 1,8-diazabicyclo[5,4,0]undec-7-ene] were used for the reaction according to the patterns of substituents (R(1), R(2)).
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spelling pubmed-66448112019-08-27 Copper-Catalyzed Benign and Efficient Oxidation of Tetrahydroisoquinolines and Dihydroisoquinolines Using Air as a Clean Oxidant Zheng, Bo Trieu, Tien Ha Li, Feng-Lei Zhu, Xing-Liang He, Yun-Gang Fan, Qi-Qi Shi, Xiao-Xin ACS Omega [Image: see text] A green chemical method for mild oxidation of 1,2,3,4-tetrahydroisoquinolines (THIQs) and 3,4-dihydroisoquinolines (DHIQs) has been developed using air (O(2)) as a clean oxidant. DHIQs and THIQs could be efficiently oxidized to isoquinolines in dimethyl sulfoxide at 25 °C under an open air atmosphere with CuBr(2) (20 mol %) as the catalyst; different bases [NaOEt and/or 1,8-diazabicyclo[5,4,0]undec-7-ene] were used for the reaction according to the patterns of substituents (R(1), R(2)). American Chemical Society 2018-07-24 /pmc/articles/PMC6644811/ /pubmed/31458961 http://dx.doi.org/10.1021/acsomega.8b00855 Text en Copyright © 2018 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Zheng, Bo
Trieu, Tien Ha
Li, Feng-Lei
Zhu, Xing-Liang
He, Yun-Gang
Fan, Qi-Qi
Shi, Xiao-Xin
Copper-Catalyzed Benign and Efficient Oxidation of Tetrahydroisoquinolines and Dihydroisoquinolines Using Air as a Clean Oxidant
title Copper-Catalyzed Benign and Efficient Oxidation of Tetrahydroisoquinolines and Dihydroisoquinolines Using Air as a Clean Oxidant
title_full Copper-Catalyzed Benign and Efficient Oxidation of Tetrahydroisoquinolines and Dihydroisoquinolines Using Air as a Clean Oxidant
title_fullStr Copper-Catalyzed Benign and Efficient Oxidation of Tetrahydroisoquinolines and Dihydroisoquinolines Using Air as a Clean Oxidant
title_full_unstemmed Copper-Catalyzed Benign and Efficient Oxidation of Tetrahydroisoquinolines and Dihydroisoquinolines Using Air as a Clean Oxidant
title_short Copper-Catalyzed Benign and Efficient Oxidation of Tetrahydroisoquinolines and Dihydroisoquinolines Using Air as a Clean Oxidant
title_sort copper-catalyzed benign and efficient oxidation of tetrahydroisoquinolines and dihydroisoquinolines using air as a clean oxidant
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6644811/
https://www.ncbi.nlm.nih.gov/pubmed/31458961
http://dx.doi.org/10.1021/acsomega.8b00855
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