4.8 Article

KOtBu-Mediated, Three-Component Coupling Reaction of Indoles, [60]Fullerene, and Haloalkanes: One-Pot, Transition-Metal-Free Synthesis of Various 1,4-(3-Indole)(organo)[60]fullerenes

Journal

ORGANIC LETTERS
Volume 19, Issue 5, Pages 1192-1195

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b00067

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Funding

  1. NSFC [51432001, 51372003, 51672002]
  2. Natural Science Foundation of Anhui Province [1308085MB24]
  3. Research Foundation from College of Chemistry & Chemical Engineering of Anhui University

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The (KOBu)-Bu-t-mediated three-component coupling reaction of indoles, [60]fullerene, and haloalkane has been developed as a practical and efficient protocol for the one-pot synthesis of various 1,4-(3-indole)(organo)[60]fullerenes. The reaction exhibits high regioselectivity at the 3-position of indoles and the 1,4-position on the [60]fullerene core. Furthermore, this methodology features excellent functional group tolerance, such as chloro, ester, cyano, and nitro on indole.

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