33002-26-5Relevant articles and documents
Strain-Promoted Cycloaddition of Cyclopropenes with o-Quinones: A Rapid Click Reaction
Gahtory, Digvijay,Sen, Rickdeb,Kuzmyn, Andriy R.,Escorihuela, Jorge,Zuilhof, Han
, p. 10118 - 10122 (2018)
Novel click reactions are of continued interest in fields as diverse as bio-conjugation, polymer science and surface chemistry. Qualification as a proper “click” reaction requires stringent criteria, including fast kinetics and high conversion, to be met. Herein, we report a novel strain-promoted cycloaddition between cyclopropenes and o-quinones in solution and on a surface. We demonstrate the “click character” of the reaction in solution and on surfaces for both monolayer and polymer brush functionalization.
Live-cell imaging and profiling of c-Jun N-terminal kinases using covalent inhibitor-derived probes
Qian, Linghui,Pan, Sijun,Lee, Jun-Seok,Ge, Jingyan,Li, Lin,Yao, Shao Q.
supporting information, p. 1092 - 1095 (2019/01/29)
c-Jun N-terminal kinases (JNKs) are involved in critical cellular functions. Herein, small-molecule JNK-targeting probes are reported based on a covalent inhibitor. Together with newly developed two-photon fluorescence Turn-ON reporters and chemoproteomic studies, we showed that some probes may be suitable for live-cell imaging and profiling of JNKs.
Cyclopropenation of internal alkynylsilanes and diazoacetates catalyzed by copper(i) N-heterocyclic carbene complexes
Thomas, Thomas J.,Merritt, Benjamin A.,Lemma, Betsegaw E.,McKoy, Adina M.,Nguyen, Tri,Swenson, Andrew K.,Mills, Jeffrey L.,Coleman, Michael G.
supporting information, p. 1742 - 1747 (2016/02/10)
Copper(i) N-heterocyclic carbene (CuNHC) complexes are more catalytically active than traditional transition metal salts for the cyclopropenation of internal alkynylsilanes and diazoacetate compounds. A series of 1,2,3-trisubstituted and 1,2,3,3-tetrasubstituted cyclopropenylsilane compounds were isolated in good overall yields. An interesting regioselective and chemodivergent reaction pathway was also observed to furnish a tetra-substituted furan for an electron-rich donor/acceptor diazoacetate. Finally, a practical synthesis of a cyclopropenyl-containing starting material that is useful for bioorthogonal chemistry is also described.
