4.6 Article

Expedient synthesis of densely substituted pyrrolo[1,2-a]indoles

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 14, Issue 24, Pages 5843-5860

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c6ob00861e

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Funding

  1. CSIR, New Delhi
  2. IIT Kanpur
  3. DST, New Delhi [SB/S1/OC-01/2014]

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Cu(OTf)(2) catalyzed [6 + 2] cycloaddition reaction of indolyl-2-carbinols with various dienophiles such as indole derived alpha,beta-unsaturated esters, ketones, nitriles and cinnamates is described. The strategy was further applied for the synthesis of optically active pyrrolo[1,2-a]indoles in >97% de using the chiral auxiliary based approach.

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