Premium
One‐Pot Synthesis of Multi‐Substituted 4‐Pyrones by a Gold‐ Catalyzed Cascade of Wolff Rearrangement/[4+2] Cycloaddition/ Elimination Reactions
Author(s) -
Neupane Pratik,
Xia Likai,
Lee Yong Rok
Publication year - 2014
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201301086
Subject(s) - chemistry , diazo , cycloaddition , wolff rearrangement , catalysis , cascade , combinatorial chemistry , reaction conditions , organic chemistry , chromatography
An efficient one‐pot method is described for the synthesis of a variety of di‐ and trisubstituted 4‐pyrones based on the gold‐catalyzed cascade reactions between cyclic or acyclic diazodicarbonyl compounds and vinyl ethers. The key strategy used involves the gold‐catalyzed Wolff rearrangement of diazo compounds followed by [4+2] cycloaddition and elimination. This methodology is also applied to the synthesis of tetrasubstituted 4‐pyrones.