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Direct decarboxylative Giese amidations: photocatalytic vs. metal- and light-free

A direct intermolecular decarboxylative Giese amidation reaction from bench stable, non-toxic and environmentally benign oxamic acids has been developed, which allows for easy access to 1,4-difunctionalised compounds which are not otherwise readily accessible. Crucially, a more general acceptor subs...

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Autores principales: Kitcatt, David M., Scott, Katie A., Rongione, Elena, Nicolle, Simon, Lee, Ai-Lan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10510818/
https://www.ncbi.nlm.nih.gov/pubmed/37736650
http://dx.doi.org/10.1039/d3sc03143h
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author Kitcatt, David M.
Scott, Katie A.
Rongione, Elena
Nicolle, Simon
Lee, Ai-Lan
author_facet Kitcatt, David M.
Scott, Katie A.
Rongione, Elena
Nicolle, Simon
Lee, Ai-Lan
author_sort Kitcatt, David M.
collection PubMed
description A direct intermolecular decarboxylative Giese amidation reaction from bench stable, non-toxic and environmentally benign oxamic acids has been developed, which allows for easy access to 1,4-difunctionalised compounds which are not otherwise readily accessible. Crucially, a more general acceptor substrate scope is now possible, which renders the Giese amidation applicable to more complex substrates such as natural products and chiral building blocks. Two different photocatalytic methods (one via oxidative and the other via reductive quenching cycles) and one metal- and light-free method were developed and the flexibility provided by different conditions proved to be crucial for enabling a more general substrate scope.
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spelling pubmed-105108182023-09-21 Direct decarboxylative Giese amidations: photocatalytic vs. metal- and light-free Kitcatt, David M. Scott, Katie A. Rongione, Elena Nicolle, Simon Lee, Ai-Lan Chem Sci Chemistry A direct intermolecular decarboxylative Giese amidation reaction from bench stable, non-toxic and environmentally benign oxamic acids has been developed, which allows for easy access to 1,4-difunctionalised compounds which are not otherwise readily accessible. Crucially, a more general acceptor substrate scope is now possible, which renders the Giese amidation applicable to more complex substrates such as natural products and chiral building blocks. Two different photocatalytic methods (one via oxidative and the other via reductive quenching cycles) and one metal- and light-free method were developed and the flexibility provided by different conditions proved to be crucial for enabling a more general substrate scope. The Royal Society of Chemistry 2023-08-24 /pmc/articles/PMC10510818/ /pubmed/37736650 http://dx.doi.org/10.1039/d3sc03143h Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Kitcatt, David M.
Scott, Katie A.
Rongione, Elena
Nicolle, Simon
Lee, Ai-Lan
Direct decarboxylative Giese amidations: photocatalytic vs. metal- and light-free
title Direct decarboxylative Giese amidations: photocatalytic vs. metal- and light-free
title_full Direct decarboxylative Giese amidations: photocatalytic vs. metal- and light-free
title_fullStr Direct decarboxylative Giese amidations: photocatalytic vs. metal- and light-free
title_full_unstemmed Direct decarboxylative Giese amidations: photocatalytic vs. metal- and light-free
title_short Direct decarboxylative Giese amidations: photocatalytic vs. metal- and light-free
title_sort direct decarboxylative giese amidations: photocatalytic vs. metal- and light-free
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10510818/
https://www.ncbi.nlm.nih.gov/pubmed/37736650
http://dx.doi.org/10.1039/d3sc03143h
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