4.4 Article

Enantioselective Halocyclization of Indole Derivatives: Using 1,3-Dihalohydantoins with Anionic Chiral Co(III) Complexes

Journal

SYNLETT
Volume 32, Issue 7, Pages 701-707

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/a-1310-5213

Keywords

anion phase-transfer catalysis; chiral Co(III) complex; Bronsted acid; indole derivatives; halocyclization

Funding

  1. National Natural Science Foundation of China (NSFC) [21672002]
  2. Anhui Provincial Natural Science Funds for Distinguished Young Scholar [1908085J07]
  3. Shennong Scholar Program of Anhui Angricultural University
  4. National Undergraduate Training Program for Innovation and Entrepreneurship [202010364039]

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Highly enantioselective halocyclization reactions of indole derivatives, including tryptophols and tryptamines, have been achieved with anionic chiral Co(III) complexes and 1,3-dihalohydantoins (as little as 0.50 equiv). 3-Halo-fused indolines were obtained in excellent yields (up to 98%) and enantioselectivities (up to 98% ee), employing the chiral anion phase-transfer-catalysis strategy.
Highly enantioselective halocyclization reactions of indole derivatives, including tryptophols and tryptamines, have been accomplished by means of anionic chiral Co(III) complexes and 1,3-dihalohydantoins (as little as 0.50 equiv). 3-Halo-fused indolines were obtained in excellent yields (up to 98%) and enantioselectivities (up to 98% ee), employing the chiral anion phase-transfer-catalysis strategy.

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