期刊
ORGANIC CHEMISTRY FRONTIERS
卷 9, 期 16, 页码 4460-4465出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/d2qo00712f
关键词
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资金
- National Natural Science Foundation of China [21901098]
- Natural Science Foundation of Shandong Province [ZR2019BB043]
A highly regioselective radical reaction, aided by traceless H+, has been developed for the synthesis of C-6-acylated purines and purine nucleosides. This reaction is performed at room temperature within a short time period of 10 minutes. It offers excellent functional group compatibility, a broad substrate scope, and good C-6-regioselectivity. The use of H+ is environmentally friendly and does not require additional functional group modification.
Although three C-H bonds (C-2-H, C-6-H, and C-8-H) and four nitrogen atoms (N-1, N-3, N-7, and N-9) exist in the structure of purines, the traceless H+ aided highly regioselective radical reaction for the synthesis of C-6-acylated purines and purine nucleosides has been developed at room temperature within 10 min. This reaction avoids metal catalysts and harsh reaction conditions and features excellent functional group compatibility, broad substrate scope, and good C-6-regioselectivity. H+ is green, environmentally friendly, and traceless and does not require additional functional group modification before the reaction. Moreover, this procedure could be used to produce other functional purines, which are potentially of great importance in medicinal chemistry.
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