TETRAZINE-CONTAINING COMPOUNDS AND SYNTHETIC METHODS THEREOF

摘要

Described herein are tetrazine derivatives and efficient synthetic methods of synthesis thereof using elimination-Heck cascade reaction. Provided herein is the synthesis of conjugated tetrazines from the tetrazine derivatives. Also provided herein are methods of use of the conjugated tetrazines as fluorogenic probes for live-cell imaging.

主权项

1. A method of synthesizing a compound of Formula I: the method comprising reacting a compound of Formula II: with a compound of Formula III:
R2—X   (III), wherein the compounds of Formula II and III are reacted in the presence of a Pd catalyst and a ligand under basic conditions, and further wherein: L1 and L2 are independently a bond or a covalent linker; X is halogen; R1 is hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, a biomolecule, a dye or fluorophore; R2 is substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl or a biomolecule, a dye or fluorophore; and LG is a leaving group.