The facile construction of the phthalazin-1(2H)-one scaffold via copper-mediated C–H(sp(2))/C–H(sp) coupling under mild conditions

A novel strategy for the construction of the phthalazin-1(2H)-one scaffold has been developed by means of a copper-mediated cascade C–H/C–H coupling and intramolecular annulations and a subsequent facile hydrazinolysis. This C–H activation transformation proceeds smoothly with wide generality, good...

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Detalles Bibliográficos
Autores principales: Zhu, Wei, Wang, Bao, Zhou, Shengbin, Liu, Hong
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2015
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4660935/
https://www.ncbi.nlm.nih.gov/pubmed/26664581
http://dx.doi.org/10.3762/bjoc.11.177
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author Zhu, Wei
Wang, Bao
Zhou, Shengbin
Liu, Hong
author_facet Zhu, Wei
Wang, Bao
Zhou, Shengbin
Liu, Hong
author_sort Zhu, Wei
collection PubMed
description A novel strategy for the construction of the phthalazin-1(2H)-one scaffold has been developed by means of a copper-mediated cascade C–H/C–H coupling and intramolecular annulations and a subsequent facile hydrazinolysis. This C–H activation transformation proceeds smoothly with wide generality, good functional tolerance and high stereo- and regioselectivity under mild conditions. Through the removal of the directing group, the resulting moiety could easily be transformed into the phthalazin-1(2H)-one scaffold, which is known to be a privileged moiety and a bioactive nucleus in pharmaceuticals.
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spelling pubmed-46609352015-12-09 The facile construction of the phthalazin-1(2H)-one scaffold via copper-mediated C–H(sp(2))/C–H(sp) coupling under mild conditions Zhu, Wei Wang, Bao Zhou, Shengbin Liu, Hong Beilstein J Org Chem Full Research Paper A novel strategy for the construction of the phthalazin-1(2H)-one scaffold has been developed by means of a copper-mediated cascade C–H/C–H coupling and intramolecular annulations and a subsequent facile hydrazinolysis. This C–H activation transformation proceeds smoothly with wide generality, good functional tolerance and high stereo- and regioselectivity under mild conditions. Through the removal of the directing group, the resulting moiety could easily be transformed into the phthalazin-1(2H)-one scaffold, which is known to be a privileged moiety and a bioactive nucleus in pharmaceuticals. Beilstein-Institut 2015-09-14 /pmc/articles/PMC4660935/ /pubmed/26664581 http://dx.doi.org/10.3762/bjoc.11.177 Text en Copyright © 2015, Zhu 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 Full Research Paper
Zhu, Wei
Wang, Bao
Zhou, Shengbin
Liu, Hong
The facile construction of the phthalazin-1(2H)-one scaffold via copper-mediated C–H(sp(2))/C–H(sp) coupling under mild conditions
title The facile construction of the phthalazin-1(2H)-one scaffold via copper-mediated C–H(sp(2))/C–H(sp) coupling under mild conditions
title_full The facile construction of the phthalazin-1(2H)-one scaffold via copper-mediated C–H(sp(2))/C–H(sp) coupling under mild conditions
title_fullStr The facile construction of the phthalazin-1(2H)-one scaffold via copper-mediated C–H(sp(2))/C–H(sp) coupling under mild conditions
title_full_unstemmed The facile construction of the phthalazin-1(2H)-one scaffold via copper-mediated C–H(sp(2))/C–H(sp) coupling under mild conditions
title_short The facile construction of the phthalazin-1(2H)-one scaffold via copper-mediated C–H(sp(2))/C–H(sp) coupling under mild conditions
title_sort facile construction of the phthalazin-1(2h)-one scaffold via copper-mediated c–h(sp(2))/c–h(sp) coupling under mild conditions
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4660935/
https://www.ncbi.nlm.nih.gov/pubmed/26664581
http://dx.doi.org/10.3762/bjoc.11.177
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