title: Rearrangements and addition reactions of biarylazacyclooctynones and the implications to copper-free click chemistry.
abstract: Highly strained biarylazacyclooctynone (BARAC) and analogous bioconjugation reagents were shown to undergo novel rearrangement and addition reactions leading to tetracyclic products. This may limit their practical applicability as bioorthogonal reporters for imaging biomolecules within living systems.
authors: National Research Council of Canada, 100 Sussex Drive, Ottawa, ON KIA 0R6, Canada.
authors: Mariya
authors: M
authors: Chigrinova
authors: Craig S
authors: CS
authors: McKay
authors: Louis-Philippe B
authors: LP
authors: Beaulieu
authors: Konstantin A
authors: KA
authors: Udachin
authors: André M
authors: AM
authors: Beauchemin
authors: John Paul
authors: JP
authors: Pezacki
mesh_terms: D001372:Aza Compounds / Q000737:chemistry*; D057930:Click Chemistry; D003300:Copper / Q000737:chemistry; D003500:Cyclization; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009589:Nitrogen Oxides / Q000737:chemistry*
chemical_list: D001372:Aza Compounds; D009589:Nitrogen Oxides; C015388:nitrones; D003300:Copper