4.5 Article

Redox-Neutral C1 Functionalization of Unprotected Tetrahydroisoquinolines with Diazo Carbonyl Compounds

Journal

ASIAN JOURNAL OF ORGANIC CHEMISTRY
Volume 5, Issue 10, Pages 1204-1207

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ajoc.201600338

Keywords

C-H functionalization; heterocycles; redox; regioselectivity; tetrahydroisoquinoline

Funding

  1. National Program on Key Research Project [2016YFA0602900]
  2. National Natural Science Foundation of China [21472249]
  3. Natural Science Funds of Guangdong Province for Distinguished Young Scholar [2016A030306029]

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A silver or acid-mediated three-component reaction of tetrahydroisoquinolines, benzaldehydes, and diazo compounds has been developed. The reaction provides a novel route to beta-amino-alpha-diazo compounds through redox-neutral C1 functionalization of unprotected THIQs with diazo carbonyl motifs with high regioselectivity.

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