4.5 Article

An Articulate Oxidative Transition-Metal-Free Homocoupling of Imidazo Heterocycles through C(sp2)-C(sp2) Bond Formation

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2017, Issue 18, Pages 2596-2602

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201700238

Keywords

C-H activation; Hypervalent compounds; Homocoupling; Nitrogen heterocycles; Iodine reagents

Funding

  1. Birla Institute of Technology and Science Pilani (BITS Pilani)

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Direct oxidative homocoupling of 2-arylimidazo heterocycles was achieved by using a phenyliodine diacetate-mediated BF3OEt2-accelerated protocol at room temperature. A series of biimidazo heterocycles were synthesized under ambient conditions without prior activation of the C(sp(2))-H bond. The desired biimidazo heterocycles were also obtained by using catalytic amounts of iodobenzene and m-CPBA/AcOH in an organocatalytic fashion.

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