Cargando…
An intramolecular inverse electron demand Diels–Alder approach to annulated α-carbolines
Intramolecular inverse electron demand cycloadditions of isatin-derived 1,2,4-triazines with acetylenic dienophiles tethered by amidations or transesterifications proceed in excellent yields to produce lactam- or lactone-fused α-carbolines. Beginning with various isatins and alkynyl dienophiles, a p...
Autores principales: | , , , , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Beilstein-Institut
2012
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3388871/ https://www.ncbi.nlm.nih.gov/pubmed/23015831 http://dx.doi.org/10.3762/bjoc.8.93 |
_version_ | 1782237252976377856 |
---|---|
author | Ma, Zhiyuan Ni, Feng Woo, Grace H C Lo, Sie-Mun Roveto, Philip M Schaus, Scott E Snyder, John K |
author_facet | Ma, Zhiyuan Ni, Feng Woo, Grace H C Lo, Sie-Mun Roveto, Philip M Schaus, Scott E Snyder, John K |
author_sort | Ma, Zhiyuan |
collection | PubMed |
description | Intramolecular inverse electron demand cycloadditions of isatin-derived 1,2,4-triazines with acetylenic dienophiles tethered by amidations or transesterifications proceed in excellent yields to produce lactam- or lactone-fused α-carbolines. Beginning with various isatins and alkynyl dienophiles, a pilot-scale library of eighty-eight α-carbolines was prepared by using this robust methodology for biological evaluation. |
format | Online Article Text |
id | pubmed-3388871 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | Beilstein-Institut |
record_format | MEDLINE/PubMed |
spelling | pubmed-33888712012-09-26 An intramolecular inverse electron demand Diels–Alder approach to annulated α-carbolines Ma, Zhiyuan Ni, Feng Woo, Grace H C Lo, Sie-Mun Roveto, Philip M Schaus, Scott E Snyder, John K Beilstein J Org Chem Full Research Paper Intramolecular inverse electron demand cycloadditions of isatin-derived 1,2,4-triazines with acetylenic dienophiles tethered by amidations or transesterifications proceed in excellent yields to produce lactam- or lactone-fused α-carbolines. Beginning with various isatins and alkynyl dienophiles, a pilot-scale library of eighty-eight α-carbolines was prepared by using this robust methodology for biological evaluation. Beilstein-Institut 2012-06-06 /pmc/articles/PMC3388871/ /pubmed/23015831 http://dx.doi.org/10.3762/bjoc.8.93 Text en Copyright © 2012, Ma 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 Ma, Zhiyuan Ni, Feng Woo, Grace H C Lo, Sie-Mun Roveto, Philip M Schaus, Scott E Snyder, John K An intramolecular inverse electron demand Diels–Alder approach to annulated α-carbolines |
title | An intramolecular inverse electron demand Diels–Alder approach to annulated α-carbolines |
title_full | An intramolecular inverse electron demand Diels–Alder approach to annulated α-carbolines |
title_fullStr | An intramolecular inverse electron demand Diels–Alder approach to annulated α-carbolines |
title_full_unstemmed | An intramolecular inverse electron demand Diels–Alder approach to annulated α-carbolines |
title_short | An intramolecular inverse electron demand Diels–Alder approach to annulated α-carbolines |
title_sort | intramolecular inverse electron demand diels–alder approach to annulated α-carbolines |
topic | Full Research Paper |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3388871/ https://www.ncbi.nlm.nih.gov/pubmed/23015831 http://dx.doi.org/10.3762/bjoc.8.93 |
work_keys_str_mv | AT mazhiyuan anintramolecularinverseelectrondemanddielsalderapproachtoannulatedacarbolines AT nifeng anintramolecularinverseelectrondemanddielsalderapproachtoannulatedacarbolines AT woogracehc anintramolecularinverseelectrondemanddielsalderapproachtoannulatedacarbolines AT losiemun anintramolecularinverseelectrondemanddielsalderapproachtoannulatedacarbolines AT rovetophilipm anintramolecularinverseelectrondemanddielsalderapproachtoannulatedacarbolines AT schausscotte anintramolecularinverseelectrondemanddielsalderapproachtoannulatedacarbolines AT snyderjohnk anintramolecularinverseelectrondemanddielsalderapproachtoannulatedacarbolines AT mazhiyuan intramolecularinverseelectrondemanddielsalderapproachtoannulatedacarbolines AT nifeng intramolecularinverseelectrondemanddielsalderapproachtoannulatedacarbolines AT woogracehc intramolecularinverseelectrondemanddielsalderapproachtoannulatedacarbolines AT losiemun intramolecularinverseelectrondemanddielsalderapproachtoannulatedacarbolines AT rovetophilipm intramolecularinverseelectrondemanddielsalderapproachtoannulatedacarbolines AT schausscotte intramolecularinverseelectrondemanddielsalderapproachtoannulatedacarbolines AT snyderjohnk intramolecularinverseelectrondemanddielsalderapproachtoannulatedacarbolines |