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One-Pot Synthesis of Trisubstituted Triazenes from Grignard Reagents and Organic Azides.
Journal article

One-Pot Synthesis of Trisubstituted Triazenes from Grignard Reagents and Organic Azides.

  • Suleymanov AA Institut des Sciences et Ingénierie Chimiques , Ecole Polytechnique Fédérale de Lausanne (EPFL) , 1015 Lausanne , Switzerland.
  • Scopelliti R Institut des Sciences et Ingénierie Chimiques , Ecole Polytechnique Fédérale de Lausanne (EPFL) , 1015 Lausanne , Switzerland.
  • Fadaei Tirani F Institut des Sciences et Ingénierie Chimiques , Ecole Polytechnique Fédérale de Lausanne (EPFL) , 1015 Lausanne , Switzerland.
  • Severin K Institut des Sciences et Ingénierie Chimiques , Ecole Polytechnique Fédérale de Lausanne (EPFL) , 1015 Lausanne , Switzerland.
  • 2018-05-15
Published in:
  • Organic letters. - 2018
Physical and Theoretical Chemistry
Organic Chemistry
Biochemistry
English A simple and versatile method for the preparation of linear, trisubstituted triazenes is reported. The procedure is based on the reaction of Grignard reagents with 1-azido-4-iodobutane or 4-azidobutyl-4-methylbenzenesulfonate. These organic azides enable the regioselective formation of triazenes via an intramolecular cyclization step. The new method can be used for the preparation of aryl, heteroaryl, vinyl, and alkyl triazenes. The synthetic utility of vinyl triazenes is demonstrated by acid-induced C-N, C-O, C-F, C-P, and C-S bond-forming reactions.
Language
  • English
Open access status
closed
Identifiers
Persistent URL
https://sonar.ch/global/documents/282409
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