Concise synthesis of α-cyano tetrahydroisoquinolines with a quaternary center via Strecker reaction

A concise synthesis of α-cyano tetrahydroisoquinolines with a quaternary center via the Strecker reaction was successfully realized by employing TMSCN as cyano source and KF as fluoride source, furnishing the products with up to 99% yield. An isomerization of α-cyano tetrahydroisoquinoline was obser...

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Detalles Bibliográficos
Autores principales: Ji, Yue, Zhang, Xue, Han, Weiwei, Wang, Sichang, Wu, Ya, Zhang, Keliang, Yang, Penghui, Xiao, Pei, Wei, Yitao
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2021
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9044453/
https://www.ncbi.nlm.nih.gov/pubmed/35493240
http://dx.doi.org/10.1039/d1ra08469k
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author Ji, Yue
Zhang, Xue
Han, Weiwei
Wang, Sichang
Wu, Ya
Zhang, Keliang
Yang, Penghui
Xiao, Pei
Wei, Yitao
author_facet Ji, Yue
Zhang, Xue
Han, Weiwei
Wang, Sichang
Wu, Ya
Zhang, Keliang
Yang, Penghui
Xiao, Pei
Wei, Yitao
author_sort Ji, Yue
collection PubMed
description A concise synthesis of α-cyano tetrahydroisoquinolines with a quaternary center via the Strecker reaction was successfully realized by employing TMSCN as cyano source and KF as fluoride source, furnishing the products with up to 99% yield. An isomerization of α-cyano tetrahydroisoquinoline was observed under alkaline conditions to give the isomer via [1,3]-H shift.
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spelling pubmed-90444532022-04-28 Concise synthesis of α-cyano tetrahydroisoquinolines with a quaternary center via Strecker reaction Ji, Yue Zhang, Xue Han, Weiwei Wang, Sichang Wu, Ya Zhang, Keliang Yang, Penghui Xiao, Pei Wei, Yitao RSC Adv Chemistry A concise synthesis of α-cyano tetrahydroisoquinolines with a quaternary center via the Strecker reaction was successfully realized by employing TMSCN as cyano source and KF as fluoride source, furnishing the products with up to 99% yield. An isomerization of α-cyano tetrahydroisoquinoline was observed under alkaline conditions to give the isomer via [1,3]-H shift. The Royal Society of Chemistry 2021-12-01 /pmc/articles/PMC9044453/ /pubmed/35493240 http://dx.doi.org/10.1039/d1ra08469k Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Ji, Yue
Zhang, Xue
Han, Weiwei
Wang, Sichang
Wu, Ya
Zhang, Keliang
Yang, Penghui
Xiao, Pei
Wei, Yitao
Concise synthesis of α-cyano tetrahydroisoquinolines with a quaternary center via Strecker reaction
title Concise synthesis of α-cyano tetrahydroisoquinolines with a quaternary center via Strecker reaction
title_full Concise synthesis of α-cyano tetrahydroisoquinolines with a quaternary center via Strecker reaction
title_fullStr Concise synthesis of α-cyano tetrahydroisoquinolines with a quaternary center via Strecker reaction
title_full_unstemmed Concise synthesis of α-cyano tetrahydroisoquinolines with a quaternary center via Strecker reaction
title_short Concise synthesis of α-cyano tetrahydroisoquinolines with a quaternary center via Strecker reaction
title_sort concise synthesis of α-cyano tetrahydroisoquinolines with a quaternary center via strecker reaction
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9044453/
https://www.ncbi.nlm.nih.gov/pubmed/35493240
http://dx.doi.org/10.1039/d1ra08469k
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