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Simplifying Access to Targeted Protein Degraders via Nickel Electrocatalytic Cross-Coupling.

Authors :
Neigenfind P
Massaro L
Péter Á
Degnan AP
Emmanuel MA
Oderinde MS
He C
Peters D
El-Hayek Ewing T
Kawamata Y
Baran PS
Source :
Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2024 Apr 15; Vol. 63 (16), pp. e202319856. Date of Electronic Publication: 2024 Mar 07.
Publication Year :
2024

Abstract

C-C linked glutarimide-containing structures with direct utility in the preparation of cereblon-based degraders (PROTACs, CELMoDs) can be assessed in a single step from inexpensive, commercial α-bromoglutarimide through a unique Brønsted-acid assisted Ni-electrocatalytic approach. The reaction tolerates a broad array of functional groups that are historically problematic and can be applied to the simplified synthesis of dozens of known compounds that have only been procured through laborious, wasteful, multi-step sequences. The reaction is scalable in both batch and flow and features a trivial procedure wherein the most time-consuming aspect of reaction setup is weighing out the starting materials.<br /> (© 2024 Wiley‐VCH GmbH.)

Details

Language :
English
ISSN :
1521-3773
Volume :
63
Issue :
16
Database :
MEDLINE
Journal :
Angewandte Chemie (International ed. in English)
Publication Type :
Academic Journal
Accession number :
38354272
Full Text :
https://doi.org/10.1002/anie.202319856