248-71-5Relevant academic research and scientific papers
Manipulating the Click Reactivity of Dibenzoazacyclooctynes: From Azide Click Component to Caged Acylation Reagent by Silver Catalysis
Ao, Jiwei,Huang, He,Huang, Wei,Jiang, Bofeng,Liu, Junjie,Ren, Xuelian,Shi, Wei,Tang, Feng,Tang, Yubo,Yang, Weibo,Yu, Qun
supporting information, p. 19940 - 19944 (2020/09/02)
Strain-promoted azide–alkyne cycloaddition using dibenzoazacyclooctyne (DBCO) is widely applied in copper-free bioorthogonal reactions. Reported here is the efficient acid-promoted rearrangement and silver-catalyzed amidation of DBCO, which alters its click reactivity robustly. In the switched click reaction, DBCO, as a caged acylation reagent, enables rapid peptide/protein modification after decaging facilitated by silver catalysts, rendering site-specific conjugation of an IgG antibody by a Fc-targeting peptide.
Indole functionalization via photoredox gold catalysis
Kaldas, Sherif J.,Cannillo, Alexandre,McCallum, Terry,Barriault, Louis
, p. 2864 - 2866 (2015/06/16)
The use of photoredox catalyst [Au2(dppm)2]Cl2 to initiate free-radical cyclizations onto indoles is reported. Excitation of the dimeric Au(I) photocatalyst for the reduction of unactivated bromoalkanes and bromoarenes is used for the generation of carbon-centered radicals. Previous to this work, reduction processes leading to indole functionalization utilizing photoredox catalysts were limited to activated benzylic or α-carbonyl-positioned bromoalkanes. This method offers a mild and safe alternative to organostannanes and pyrophoric initiators for access to high energy radicals that were previously inaccessible through catalytic or stoichiometric means.
Dual Catalysis in Domino N-Benzylation/Intramolecular C-H Arylation: Regio- and Chemoselective Synthesis of Annelated Nitrogen Heterocycles
Laha, Joydev K.,Dayal, Neetu,Singh, Swati,Bhimpuria, Rohan
, p. 5469 - 5475 (2014/10/15)
A general method has been developed for the synthesis of fused nitrogen heterocycles by using a domino N-benzylation/C-H arylation reaction sequence. The details and yields of the domino process were compared with those of the two-step literature protocol
