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Hypervalent Iodonium Alkynyl Triflate Generated Phenylcyanocarbene and Its Reactivity with Aromatic Systems.
Al-Huniti, Mohammed H; Sullivan, Zachary B; Stanley, Jarrod L; Carson, James A; Hyatt, I F Dempsey; Hairston, A Christina; Croatt, Mitchell P.
Afiliación
  • Al-Huniti MH; Department of Chemistry and Biochemistry, University of North Carolina at Greensboro , 435 Sullivan Science Building, Greensboro, North Carolina 27402, United States.
  • Sullivan ZB; Department of Chemistry and Biochemistry, University of North Carolina at Greensboro , 435 Sullivan Science Building, Greensboro, North Carolina 27402, United States.
  • Stanley JL; Department of Chemistry and Biochemistry, University of North Carolina at Greensboro , 435 Sullivan Science Building, Greensboro, North Carolina 27402, United States.
  • Carson JA; Department of Chemistry and Biochemistry, University of North Carolina at Greensboro , 435 Sullivan Science Building, Greensboro, North Carolina 27402, United States.
  • Hyatt IFD; Department of Chemistry, Adelphi University , 1 South Avenue, Garden City, New York 11530, United States.
  • Hairston AC; Department of Chemistry and Biochemistry, University of North Carolina at Greensboro , 435 Sullivan Science Building, Greensboro, North Carolina 27402, United States.
  • Croatt MP; Department of Chemistry and Biochemistry, University of North Carolina at Greensboro , 435 Sullivan Science Building, Greensboro, North Carolina 27402, United States.
J Org Chem ; 82(22): 11772-11780, 2017 11 17.
Article en En | MEDLINE | ID: mdl-28841312
Phenylcyanocarbene was generated by the reaction of azide with a hypervalent iodonium alkynyl triflate and reacted in situ with 21 different carbocyclic and heterocyclic aromatic compounds. These reactions led to more complex products that frequently underwent subsequent rearrangements. The reactivity was further explored in a mechanistic study to ascertain the chemoselectivity and stereospecificity.

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: J Org Chem Año: 2017 Tipo del documento: Article País de afiliación: Estados Unidos Pais de publicación: Estados Unidos

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: J Org Chem Año: 2017 Tipo del documento: Article País de afiliación: Estados Unidos Pais de publicación: Estados Unidos