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- W2949665638 abstract "We have developed new methods for preparing functionalized benzynes through deprotonative zincation as a key reaction using R2Zn(TMP)Li, and we also describes dramatic ligand effects on the benzyne formation. Deprotonative zincation of various meta-substituted bromobenzenes with Me2Zn(TMP)Li proved effective for the one-pot generation of various 3-functionalized benzynes, particularly those electrophilic substituents such as ester, amide, and cyano. On the other hand, zincation with tBu2Zn(TMP)Li, followed by electrophilic trapping (with I2) proved a powerful tool for the preparation of 1,2,3-trisubstituted aromatic compounds.8 The resultant 1,2,3-trisubstituted benzenes are available as precursors for generation of 3-substituted benzynes by halogen−zinc exchange reactions with Me3ZnLi. These methods offer far greater generality than previous methods for the synthesis of functionalized asymmetric benzynes, and should be of value in new syntheses of various natural products and functional materials. In add..." @default.
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- W2949665638 date "2010-05-19" @default.
- W2949665638 modified "2023-09-24" @default.
- W2949665638 title "ChemInform Abstract: Generation of Functionalized Asymmetric Benzynes with TMP-Zincates. Effects of Ligands on Selectivity and Reactivity of Zincates." @default.
- W2949665638 cites W2039785314 @default.
- W2949665638 doi "https://doi.org/10.1002/chin.200244055" @default.
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