Cargando…
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...
Autores principales: | , , , , |
---|---|
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 |
_version_ | 1785108024256364544 |
---|---|
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. |
format | Online Article Text |
id | pubmed-10510818 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT kitcattdavidm directdecarboxylativegieseamidationsphotocatalyticvsmetalandlightfree AT scottkatiea directdecarboxylativegieseamidationsphotocatalyticvsmetalandlightfree AT rongioneelena directdecarboxylativegieseamidationsphotocatalyticvsmetalandlightfree AT nicollesimon directdecarboxylativegieseamidationsphotocatalyticvsmetalandlightfree AT leeailan directdecarboxylativegieseamidationsphotocatalyticvsmetalandlightfree |