A quadruple cascade protocol for the one-pot synthesis of fully-substituted hexahydroisoindolinones from simple substrates

A new and efficient synthetic method to obtain fully-substituted hexahydroisoindolinones was developed by using bifunctional tertiary amine-thioureas as powerful catalysts. As far as we know, there is no efficient synthetic method developed toward fully-substituted hexahydroisoindolinones. The produ...

Descripción completa

Detalles Bibliográficos
Autores principales: Zhang, Hong-Bo, Luo, Yong-Chun, Hu, Xiu-Qin, Liang, Yong-Min, Xu, Peng-Fei
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2016
Materias:
Letter
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4778526/
https://www.ncbi.nlm.nih.gov/pubmed/26977184
http://dx.doi.org/10.3762/bjoc.12.27
_version_ 1782419481999441920
author Zhang, Hong-Bo
Luo, Yong-Chun
Hu, Xiu-Qin
Liang, Yong-Min
Xu, Peng-Fei
author_facet Zhang, Hong-Bo
Luo, Yong-Chun
Hu, Xiu-Qin
Liang, Yong-Min
Xu, Peng-Fei
author_sort Zhang, Hong-Bo
collection PubMed
description A new and efficient synthetic method to obtain fully-substituted hexahydroisoindolinones was developed by using bifunctional tertiary amine-thioureas as powerful catalysts. As far as we know, there is no efficient synthetic method developed toward fully-substituted hexahydroisoindolinones. The products were obtained in good yield and diastereoselectivity. The one-pot cascade quadruple protocol features readily available starting materials, simple manipulation, mild conditions and good atom economy.
format Online
Article
Text
id pubmed-4778526
institution National Center for Biotechnology Information
language English
publishDate 2016
publisher Beilstein-Institut
record_format MEDLINE/PubMed
spelling pubmed-47785262016-03-14 A quadruple cascade protocol for the one-pot synthesis of fully-substituted hexahydroisoindolinones from simple substrates Zhang, Hong-Bo Luo, Yong-Chun Hu, Xiu-Qin Liang, Yong-Min Xu, Peng-Fei Beilstein J Org Chem Letter A new and efficient synthetic method to obtain fully-substituted hexahydroisoindolinones was developed by using bifunctional tertiary amine-thioureas as powerful catalysts. As far as we know, there is no efficient synthetic method developed toward fully-substituted hexahydroisoindolinones. The products were obtained in good yield and diastereoselectivity. The one-pot cascade quadruple protocol features readily available starting materials, simple manipulation, mild conditions and good atom economy. Beilstein-Institut 2016-02-11 /pmc/articles/PMC4778526/ /pubmed/26977184 http://dx.doi.org/10.3762/bjoc.12.27 Text en Copyright © 2016, Zhang et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Letter
Zhang, Hong-Bo
Luo, Yong-Chun
Hu, Xiu-Qin
Liang, Yong-Min
Xu, Peng-Fei
A quadruple cascade protocol for the one-pot synthesis of fully-substituted hexahydroisoindolinones from simple substrates
title A quadruple cascade protocol for the one-pot synthesis of fully-substituted hexahydroisoindolinones from simple substrates
title_full A quadruple cascade protocol for the one-pot synthesis of fully-substituted hexahydroisoindolinones from simple substrates
title_fullStr A quadruple cascade protocol for the one-pot synthesis of fully-substituted hexahydroisoindolinones from simple substrates
title_full_unstemmed A quadruple cascade protocol for the one-pot synthesis of fully-substituted hexahydroisoindolinones from simple substrates
title_short A quadruple cascade protocol for the one-pot synthesis of fully-substituted hexahydroisoindolinones from simple substrates
title_sort quadruple cascade protocol for the one-pot synthesis of fully-substituted hexahydroisoindolinones from simple substrates
topic Letter
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4778526/
https://www.ncbi.nlm.nih.gov/pubmed/26977184
http://dx.doi.org/10.3762/bjoc.12.27
work_keys_str_mv AT zhanghongbo aquadruplecascadeprotocolfortheonepotsynthesisoffullysubstitutedhexahydroisoindolinonesfromsimplesubstrates
AT luoyongchun aquadruplecascadeprotocolfortheonepotsynthesisoffullysubstitutedhexahydroisoindolinonesfromsimplesubstrates
AT huxiuqin aquadruplecascadeprotocolfortheonepotsynthesisoffullysubstitutedhexahydroisoindolinonesfromsimplesubstrates
AT liangyongmin aquadruplecascadeprotocolfortheonepotsynthesisoffullysubstitutedhexahydroisoindolinonesfromsimplesubstrates
AT xupengfei aquadruplecascadeprotocolfortheonepotsynthesisoffullysubstitutedhexahydroisoindolinonesfromsimplesubstrates
AT zhanghongbo quadruplecascadeprotocolfortheonepotsynthesisoffullysubstitutedhexahydroisoindolinonesfromsimplesubstrates
AT luoyongchun quadruplecascadeprotocolfortheonepotsynthesisoffullysubstitutedhexahydroisoindolinonesfromsimplesubstrates
AT huxiuqin quadruplecascadeprotocolfortheonepotsynthesisoffullysubstitutedhexahydroisoindolinonesfromsimplesubstrates
AT liangyongmin quadruplecascadeprotocolfortheonepotsynthesisoffullysubstitutedhexahydroisoindolinonesfromsimplesubstrates
AT xupengfei quadruplecascadeprotocolfortheonepotsynthesisoffullysubstitutedhexahydroisoindolinonesfromsimplesubstrates

Ejemplares similares