AI Article Synopsis
- The insertion of double and triple bonds into the C-Cl bond of carbon tetrachloride enhances its usefulness in chemical synthesis.
- A variety of unactivated imines and nitrogen heteroarenes are utilized to create C=N bonds that react with arynes and carbon tetrachloride, leading to the formation of functionalized anilines important for certain arthropodicides.
- Control experiments and DFT calculations indicate that a trichloromethyl anion intermediate plays a critical role in this reaction process.
Article Abstract
The formal insertion of double and triple bonds into the C-Cl bond of carbon tetrachloride has enabled the full utilization of carbon tetrachloride in chemical synthesis. A range of unactivated imines and electron-deficient nitrogen heteroarenes served as effective sources of C=N bonds to react with arynes and carbon tetrachloride to afford functionalized anilines whose core structures are present in some valuable arthropodicides. Control experiments and DFT calculations suggest the involvement of a trichloromethyl anion intermediate.
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| http://dx.doi.org/10.1021/acs.orglett.8b01845 | DOI Listing |
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