Vinyl azide as a synthon for DNA-compatible divergent transformations into N-heterocycles

Abstract

We have developed a series of DNA-compatible N-heterocycle formation methods utilizing on-DNA vinyl azide as a synthon to obtain two kinds of poly-substituted imidazoles and isoquinolines.

Aryl diazonium intermediates enable mild DNA-compatible C–C bond formation for medicinally relevant combinatorial library synthesis

“…Attracted by the DEL's cost and time efficiency, both academia and pharmaceutical companies have advanced DEL in terms of synthetic methodology and selection strategy. [18][19][20][21][22][23][24][25][26][27][28][29][30][31] Currently, although very few drug candidates in late-stage clinical trials stemmed from DEL, such as the soluble epoxide hydrolase (sEH) inhibitor GSK2256294 and the receptor-interacting protein (RIP1) kinase inhibitor GSK2982772, [32][33][34][35] DELs have shown their potential in high-throughput discovery of preliminary bioactive hits for dened targets, which might lead to the development of bioactive compounds or probes with structural optimization.…”

Incorporation of viridicatin alkaloid-like scaffolds into DNA-encoded chemical libraries

“…[26][27][28][29][30] Numerous reaction toolkits, which must be DNA-compatible, have been thereby developed and employed to construct encoded libraries, and the building blocks (BBs) for library construction should be conveniently accessible or commercially available to expand the chemical diversities to more complicated molecular architectures beyond encoding early-stage peptide-like libraries. [31][32][33] Therefore, there is an imminent need for incorporation of NPs with rich chemical diversities into DELs.…”