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Pd/Pivalic Acid Mediated Direct Arylation of 2‐Pyrones and Related Heterocycles
Author(s) -
Pardo Leticia M.,
Prendergast Aisling M.,
Nolan MarieT.,
Ó Muimhneacháin Eoin,
McGlacken Gerard P.
Publication year - 2015
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201500262
Subject(s) - pivalic acid , chemistry , intramolecular force , combinatorial chemistry , organic chemistry , catalysis
Direct arylation represents a favourable alternative to traditional cross‐coupling reactions and has found widespread use with simple aryls and robust heterocycles. Herein a direct arylation protocol has been optimised and applied to more delicate, privileged biological motifs. The intramolecular direct arylation of 2‐pyrones, 2‐coumarins, 2‐pyridones and 2‐quinolones occurs in very good to excellent yields using a Pd 0 source and pivalic acid as a crucial additive. Preliminary mechanistic investigations were also carried out.