☆ 4.8 Article

Synthetic Studies toward DNA-Encoded Heterocycles Based on the On-DNA Formation of α,β-Unsaturated Ketones

ORGANIC LETTERS (2021)

期刊

ORGANIC LETTERS

卷 23, 期 3, 页码 908-913

出版社

AMER CHEMICAL SOC

DOI: 10.1021/acs.orglett.0c04118

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Chemistry, Organic

资金

National Natural Science Foundation of China [21877117, 91953203, 21907103]
National Science & Technology Major Project Key New Drug Creation and Manufacturing Program, China [2018ZX09711002-005]
Personalized Medicines-Molecular Signature-based Drug Discovery and Development Strategic Priority Research Program of the Chinese Academy of Sciences [XDA12040330, XDA12050405]
Shanghai Commission of Science and Technology [18431907100]

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摘要

By utilizing a diversity-oriented synthesis strategy with alpha,beta-unsaturated carbonyl compounds, DNA-compatible transformations for various heterocyclic scaffolds have been established, paving the way for preparing DNA-encoded libraries with more extensive chemical space.

Taking advantage of the diversity-oriented synthesis strategy with alpha,beta-unsaturated carbonyl compounds, we have successfully established the DNA-compatible transformations for various heterocyclic scaffolds. The ring-closure reactions for pyrrole, pyrrolidine, pyrazole, pyrazoline, isoxazoline, pyridine, piperidine, cyclohexenone, and 5,8-dihydroimidazo[1,2-a]pyrimidine were elegantly demonstrated in a DNA-compatible format. These efforts paved the way for preparing DNA-encoded libraries with more extensive chemical space.

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