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Synthesis 2024; 56(21): 3261-3276
DOI: 10.1055/a-2182-7416
DOI: 10.1055/a-2182-7416
paper
Special Issue PSRC-10 (10th Pacific Symposium on Radical Chemistry)
Photoinduced Alkylation of Diazines with N-(Acyloxy)phthalimides in the Presence of Triethylamine
Authors
This work was supported by funding from Nanyang Technological University (NTU), GlaxoSmithKline (REQ0315299), and the Ministry of Education – Singapore (Academic Research Fund Tier 2: MOE-T2EP10122-0007).
Dedicated to Professor Shigeru Yamago on the occasion of his 60th birthday
Abstract
A photochemical protocol for the alkylation of diazines (pyrimidines, pyrazines, and pyridazines) with N-(acyloxy)phthalimides has been developed. The process is facilitated by the presence of triethylamine under irradiation with 427–390 nm light; this enables rapid cross-coupling reactions to construct a wide range of alkylated diazines.
Key words
N-(acyloxy)phthalimides - diazines - radicals - electron donor–acceptor (EDA) complexes - Minisci-type alkylationSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2182-7416.
- Supporting Information (PDF)
Publication History
Received: 06 September 2023
Accepted after revision: 27 September 2023
Accepted Manuscript online:
27 September 2023
Article published online:
06 November 2023
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