Ascorbic Acid as an Initiator for the Direct CH Arylation of (Hetero)arenes with Anilines Nitrosated In Situ | Zendy

Crisóstomo Fernando Pinacho | Zendy; Martín Tomás | Zendy; Carrillo Romen | Zendy

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Ascorbic Acid as an Initiator for the Direct CH Arylation of (Hetero)arenes with Anilines Nitrosated In Situ

Author(s) -

Crisóstomo Fernando Pinacho,

Martín Tomás,

Carrillo Romen

Publication year - 2014

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201309761

Subject(s) - homolysis , chemistry , ascorbic acid , aniline , aryl , radical initiator , in situ , polymer chemistry , vitamin c , radical , medicinal chemistry , organic chemistry , photochemistry , combinatorial chemistry , monomer , polymer , alkyl , food science

Ascorbic acid (vitamin C) has been used as a radical initiator in a metal‐free direct CH arylation of (hetero)arenes. Starting from an aniline, the corresponding arenediazonium ion is generated in situ and immediately reduced by vitamin C to an aryl radical that undergoes a homolytic aromatic substitution with a (hetero)arene. Notably, neither heating nor irradiation is required. This procedure is mild, operationally simple, and constitutes a greener approach to arylation.

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