Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 83, Issue 6, Pages 3325-3332Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.8b00360
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Funding
- Council of Scientific and Industrial Research (CSIR), New Delhi
- DST [SB/S2/JCB-002/2015]
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The highly efficient and expedient route for the syntheses of 2-aroyl benzofurans has been developed via the cascade [2+2] followed by a [4+1] annulation on arynes. The overall transformation proceeded through the formation of ortho-quinone methide by the insertion of transient aryne into N,N-dimethylformamide and subsequent trapping with sulfur ylide. Moreover, this transformation has a broad range of substrate scope with a high functional -group tolerance. This new reaction was successfully utilized in the synthesis of the potent CYP19 aromatase inhibitor and late -stage functionalization on the bioactive complex estrone.
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