On October 30, 2019, Lambert, William D.; Fang, Yinzhi; Mahapatra, Subham; Huang, Zhen; am Ende, Christopher W.; Fox, Joseph M. published an article.Formula: C10H14O3 The title of the article was Installation of Minimal Tetrazines through Silver-Mediated Liebeskind-Srogl Coupling with Arylboronic Acids. And the article contained the following:
Described is a general method for the installation of a minimal 6-methyltetrazin-3-yl group via the 1st example of a Ag-mediated Liebeskind-Srogl cross-coupling. The attachment of bioorthogonal tetrazines on complex mols. typically relies on linkers that can neg. impact the physiochem. properties of conjugates. Cross-coupling with arylboronic acids and a new reagent, 3-((p-biphenyl-4-ylmethyl)thio)-6-methyltetrazine (b-Tz), proceeds under mild, PdCl2(dppf)-catalyzed conditions to introduce minimal, linker-free tetrazine functionality. Safety considerations guided the authors’ design of b-Tz which can be prepared on decagram scale without handling hydrazine and without forming volatile, high-N tetrazine byproducts. Replacing conventional Cu(I) salts used in Liebeskind-Srogl cross-coupling with a Ag2O mediator resulted in higher yields across a broad library of aryl and heteroaryl boronic acids and provides improved access to a fluorogenic tetrazine-BODIPY conjugate. A covalent probe for MAGL incorporating 6-methyltetrazinyl functionality was synthesized in high yield and labeled endogenous MAGL in live cells. This new Ag-mediated cross-coupling method using b-Tz is anticipated to find addnl. applications for directly introducing the tetrazine subunit to complex substrates. The experimental process involved the reaction of (Trimethoxymethyl)benzene(cas: 707-07-3).Formula: C10H14O3
The Article related to silver palladium catalyzed liebeskind srogl coupling tetrazine arylboronic acid, biphenylylmethylthiomethyltetrazine reagent preparation cross coupling arylboronic acid, safety palladium catalyzed liebeskind srogl coupling tetrazine arylboronic acid and other aspects.Formula: C10H14O3
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