4.4 Article

Conversion of O-Propargyl β-enones to 2-Allylidene 1,3-Diones and Furan Derivatives via [3,3]-Sigmatropic Rearrangement

Journal

CHEMISTRYSELECT
Volume 4, Issue 7, Pages 2053-2058

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/slct.201803888

Keywords

[3 center dot 3]-Sigmatropic rearrangement; O-Propargyl beta-enones; 2-Allylidene 1; 3-diones; Furan derivatives; Gold-catalysis.

Funding

  1. Department of Science and Technology (DST) India [DST-SB/EMEQ-257/2014]
  2. DST-SB/EMEQ
  3. DST-Inspire fellowship
  4. [AcSIR. IICT/Pubs./2018/145]

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An efficient synthetic protocol was developed for the formation of 2-allylidene 1,3-diones in very good yields via [3,3]-sigmatropic rearrangement of O-propargyl beta-enones. Good yields of highly functionalized substituted furan derivatives were synthesized from O-propargyl beta-enones under gold-catalysis via intramolecular cycloisomerisation.

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