AI Article Synopsis
- The study developed an easy way to create -difluorinated 1,2-diazetidines using a metal-free [3+1] reaction between cyclic azomethine imines and difluorocarbene.
- A diverse collection of 30 compounds was formed using the TBAF-mediated cyclization process, yielding moderate to good results under mild conditions.
- Some of these compounds showed significant anticancer effects against various tumor cell lines, including 4T1, A549, and HeLa.
Article Abstract
The facile synthesis of -difluorinated 1,2-diazetidines was achieved by metal-free [3+1] annulation between ,-cyclic azomethine imines with difluorocarbene. A library of 30 compounds benefiting from the TBAF-mediated cyclization process could be directly assembled in moderate to good yield under mild conditions. A plausible mechanism involving the difluorocarbene pathway was proposed based on carbene trapping and control experiments. Many compounds exhibited dramatic antiproliferative activity in 4T1, A549, and HeLa tumor cell lines.
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| http://dx.doi.org/10.1021/acs.orglett.3c02914 | DOI Listing |
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