Hoff, Lukas V; Schnell, Simon D; Tomio, Andrea; Linden, Anthony; Gademann, Karl (2021). Cross-Coupling Reactions of Monosubstituted Tetrazines. Organic Letters, 23(15):5689-5692.
A Ag-mediated Pd-catalyzed cross-coupling method for 3-bromo-1,2,4,5-tetrazine with boronic acids is presented. Electronic modification of the 1,1′-bis(diphenylphosphine)ferrocene (dppf) ligand was found to be crucial for good turnover. Using this fast method, a variety of alkyl-, heteroatom-, and halide-substituted aryl- and heteroaryl-tetrazines were prepared (29 examples, up to 87% yield).
A Ag-mediated Pd-catalyzed cross-coupling method for 3-bromo-1,2,4,5-tetrazine with boronic acids is presented. Electronic modification of the 1,1′-bis(diphenylphosphine)ferrocene (dppf) ligand was found to be crucial for good turnover. Using this fast method, a variety of alkyl-, heteroatom-, and halide-substituted aryl- and heteroaryl-tetrazines were prepared (29 examples, up to 87% yield).
| Item Type: | Journal Article, refereed, original work |
|---|---|
| Communities & Collections: | 07 Faculty of Science > Department of Chemistry |
| Dewey Decimal Classification: | 540 Chemistry |
| Scopus Subject Areas: | Life Sciences > Biochemistry
Physical Sciences > Physical and Theoretical Chemistry Physical Sciences > Organic Chemistry |
| Uncontrolled Keywords: | Organic Chemistry, Physical and Theoretical Chemistry, Biochemistry |
| Language: | English |
| Date: | 6 August 2021 |
| Deposited On: | 17 Jan 2022 16:20 |
| Last Modified: | 22 Jul 2022 00:00 |
| Publisher: | American Chemical Society (ACS) |
| ISSN: | 1523-7052 |
| OA Status: | Green |
| Publisher DOI: | https://doi.org/10.1021/acs.orglett.1c01813 |
Hoff, Lukas V