4.7 Article

Manganese(III) Acetate Catalyzed Aerobic Dehydrogenation of Tertiary Indolines, Tetrahydroquinolines and an N-Unsubstituted Indoline

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 363, Issue 17, Pages 4209-4215

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.202100581

Keywords

Manganese; dehydrogenation; tertiary indolines; NH-heterocycles; single-electron transfer

Funding

  1. Hangzhou Normal University [2019DL018]
  2. Hangzhou City, Xihu Scholar program

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The Mn(OAc)(3)·2H2O-catalyzed aerobic dehydrogenation of N-heterocycles for the synthesis of N-heteroarenes shows promise and may involve a single-electron transfer pathway based on preliminary mechanistic investigations.
A Mn(OAc)(3)center dot 2H(2)O-catalyzed aerobic dehydrogenation of five and six-membered N-heterocycles for the synthesis of N-heteroarenes is reported. Of note, this protocol can be applied to the dehydrogenation of tertiary indolines with various electron-deficient N-substituents. Preliminary mechanistic investigations support that a single-electron transfer pathway might be involved.

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