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A C-H Activation Approach to the Tricyclic Core of Glionitrin A and B

Koning, Nicolas R. LU and Strand, Daniel LU (2022) In ACS Omega 7(14). p.12329-12341
Abstract

Synthesis of diketopiperazines has been of long-standing interest in both natural product synthesis and medicinal chemistry. Here, we present an operationally convenient and efficient approach to the fused indoline-diketopiperazine tricyclic core of glionitrin A/B and related structures using a Pd-catalyzed C-H activation reaction to form the indoline five-membered ring. Exploratory work aimed at elaborating the tricyclic structures into the corresponding natural products is discussed.

Please use this url to cite or link to this publication:
author
and
organization
publishing date
type
Contribution to journal
publication status
published
subject
in
ACS Omega
volume
7
issue
14
pages
12329 - 12341
publisher
The American Chemical Society (ACS)
external identifiers
  • scopus:85128286008
  • pmid:35449932
ISSN
2470-1343
DOI
10.1021/acsomega.2c00810
language
English
LU publication?
yes
id
b859a9dc-1a49-458f-9b7d-550d308cd940
date added to LUP
2022-06-20 16:21:14
date last changed
2025-10-14 11:17:46
@article{b859a9dc-1a49-458f-9b7d-550d308cd940,
  abstract     = {{<p>Synthesis of diketopiperazines has been of long-standing interest in both natural product synthesis and medicinal chemistry. Here, we present an operationally convenient and efficient approach to the fused indoline-diketopiperazine tricyclic core of glionitrin A/B and related structures using a Pd-catalyzed C-H activation reaction to form the indoline five-membered ring. Exploratory work aimed at elaborating the tricyclic structures into the corresponding natural products is discussed. </p>}},
  author       = {{Koning, Nicolas R. and Strand, Daniel}},
  issn         = {{2470-1343}},
  language     = {{eng}},
  month        = {{04}},
  number       = {{14}},
  pages        = {{12329--12341}},
  publisher    = {{The American Chemical Society (ACS)}},
  series       = {{ACS Omega}},
  title        = {{A C-H Activation Approach to the Tricyclic Core of Glionitrin A and B}},
  url          = {{http://dx.doi.org/10.1021/acsomega.2c00810}},
  doi          = {{10.1021/acsomega.2c00810}},
  volume       = {{7}},
  year         = {{2022}},
}