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Formal C–H‐Azidation – Based Shortcut to Diazido Building Blocks for the Versatile Preparation of Photoaffinity Labeling Probes
Author(s) -
Yoshida Suguru,
Misawa Yoshihiro,
Hosoya Takamitsu
Publication year - 2014
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201402516
Subject(s) - chemistry , photoaffinity labeling , borylation , combinatorial chemistry , functional group , biomolecule , organic chemistry , biochemistry , binding site , alkyl , aryl , polymer
Short synthetic routes to diazido building blocks with different connectable groups were established on the basis of the sequential iridium‐catalyzed C–H borylation and copper‐catalyzed azidation of 1,3‐disubstituted benzenes, followed by diverse azido‐friendly functional‐group transformations. These building blocks facilitate the rapid development of effective diazido photoaffinity labeling probes that are useful for the identification of unknown target biomolecules of bioactive compounds.