Rapid Access to Spirocyclized Indolenines via Palladium-Catalyzed Cascade Reactions of Tryptamine Derivatives and Propargyl Carbonate

[Image: see text] We report the intermolecular palladium-catalyzed reaction of tert-butyl propargyl carbonate with tryptamine derivatives or other indole-containing bis-nucleophiles. The reaction proceeds under mild conditions and with low catalyst loadings to afford novel spiroindolenine products i...

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Autores principales: Montgomery, Thomas D., Nibbs, Antoinette E., Zhu, Ye, Rawal, Viresh H.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4096211/
https://www.ncbi.nlm.nih.gov/pubmed/24964382
http://dx.doi.org/10.1021/ol501409a
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author Montgomery, Thomas D.
Nibbs, Antoinette E.
Zhu, Ye
Rawal, Viresh H.
author_facet Montgomery, Thomas D.
Nibbs, Antoinette E.
Zhu, Ye
Rawal, Viresh H.
author_sort Montgomery, Thomas D.
collection PubMed
description [Image: see text] We report the intermolecular palladium-catalyzed reaction of tert-butyl propargyl carbonate with tryptamine derivatives or other indole-containing bis-nucleophiles. The reaction proceeds under mild conditions and with low catalyst loadings to afford novel spiroindolenine products in good to high yields.
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spelling pubmed-40962112015-06-25 Rapid Access to Spirocyclized Indolenines via Palladium-Catalyzed Cascade Reactions of Tryptamine Derivatives and Propargyl Carbonate Montgomery, Thomas D. Nibbs, Antoinette E. Zhu, Ye Rawal, Viresh H. Org Lett [Image: see text] We report the intermolecular palladium-catalyzed reaction of tert-butyl propargyl carbonate with tryptamine derivatives or other indole-containing bis-nucleophiles. The reaction proceeds under mild conditions and with low catalyst loadings to afford novel spiroindolenine products in good to high yields. American Chemical Society 2014-06-25 2014-07-03 /pmc/articles/PMC4096211/ /pubmed/24964382 http://dx.doi.org/10.1021/ol501409a Text en Copyright © 2014 American Chemical Society Terms of Use (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html)
spellingShingle Montgomery, Thomas D.
Nibbs, Antoinette E.
Zhu, Ye
Rawal, Viresh H.
Rapid Access to Spirocyclized Indolenines via Palladium-Catalyzed Cascade Reactions of Tryptamine Derivatives and Propargyl Carbonate
title Rapid Access to Spirocyclized Indolenines via Palladium-Catalyzed Cascade Reactions of Tryptamine Derivatives and Propargyl Carbonate
title_full Rapid Access to Spirocyclized Indolenines via Palladium-Catalyzed Cascade Reactions of Tryptamine Derivatives and Propargyl Carbonate
title_fullStr Rapid Access to Spirocyclized Indolenines via Palladium-Catalyzed Cascade Reactions of Tryptamine Derivatives and Propargyl Carbonate
title_full_unstemmed Rapid Access to Spirocyclized Indolenines via Palladium-Catalyzed Cascade Reactions of Tryptamine Derivatives and Propargyl Carbonate
title_short Rapid Access to Spirocyclized Indolenines via Palladium-Catalyzed Cascade Reactions of Tryptamine Derivatives and Propargyl Carbonate
title_sort rapid access to spirocyclized indolenines via palladium-catalyzed cascade reactions of tryptamine derivatives and propargyl carbonate
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4096211/
https://www.ncbi.nlm.nih.gov/pubmed/24964382
http://dx.doi.org/10.1021/ol501409a
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AT zhuye rapidaccesstospirocyclizedindoleninesviapalladiumcatalyzedcascadereactionsoftryptaminederivativesandpropargylcarbonate
AT rawalvireshh rapidaccesstospirocyclizedindoleninesviapalladiumcatalyzedcascadereactionsoftryptaminederivativesandpropargylcarbonate

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