학술논문

Direct decarboxylative Giese amidations: photocatalytic vs. metal- and light-free.
Document Type
Academic Journal
Author
Kitcatt DM; Institute of Chemical Sciences, School of Engineering and Physical Sciences, Heriot-Watt University Edinburgh EH14 4AS UK A.Lee@hw.ac.uk.; Scott KA; Institute of Chemical Sciences, School of Engineering and Physical Sciences, Heriot-Watt University Edinburgh EH14 4AS UK A.Lee@hw.ac.uk.; Rongione E; Institute of Chemical Sciences, School of Engineering and Physical Sciences, Heriot-Watt University Edinburgh EH14 4AS UK A.Lee@hw.ac.uk.; Nicolle S; GlaxoSmithKline Gunnels Wood Rd Stevenage SG1 2NY UK.; Lee AL; Institute of Chemical Sciences, School of Engineering and Physical Sciences, Heriot-Watt University Edinburgh EH14 4AS UK A.Lee@hw.ac.uk.
Source
Publisher: Royal Society of Chemistry Country of Publication: England NLM ID: 101545951 Publication Model: eCollection Cited Medium: Print ISSN: 2041-6520 (Print) Linking ISSN: 20416520 NLM ISO Abbreviation: Chem Sci Subsets: PubMed not MEDLINE
Subject
Language
English
ISSN
2041-6520
Abstract
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.
Competing Interests: There are no conflicts to declare.
(This journal is © The Royal Society of Chemistry.)