4.5 Article

An Efficient Synthesis of Functionalized 2-Oxoindole Derivatives by Organocatalytic Z|E-Selective Benzylic Functionalization of (o-Aminobenzyl)indoles with Isatins

Journal

SYNTHESIS-STUTTGART
Volume 48, Issue 24, Pages 4548-4554

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0036-1588297

Keywords

benzylic functionalization; indolones; aminobenzylindoles; isatins

Funding

  1. NSFC [21372002, 21232007]
  2. PAPD
  3. TAPP
  4. Undergraduate Students Project
  5. Natural Science Fundation of Jiangsu Province [BK20160003]

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An efficient method has been established for the synthesis of functionalized 2-oxoindole derivatives through chemospecific benzylic functionalization of (o-aminobenzyl)indoles with isatins. This protocol not only provides ready access to functionalized 2-oxoindole derivatives in high yields (<= 97%) and excellent Z vertical bar E-selectivities (Z vertical bar E > 95: 5), but also serves as a good example of catalytic benzylic functionalization of (o-aminobenzyl) indoles.

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