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Three‐Component Synthesis of Ynediones by a Glyoxylation/Stephens–Castro Coupling Sequence
Author(s) -
Merkul Eugen,
Dohe Janis,
Gers Charlotte,
Rominger Frank,
Müller Thomas J. J.
Publication year - 2011
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.201007194
Subject(s) - sonogashira coupling , component (thermodynamics) , computer science , decarbonylation , key (lock) , combinatorial chemistry , chemistry , organic chemistry , catalysis , palladium , physics , computer security , thermodynamics
One step back, two steps forward! Starting from diverse heterocycles, the title reaction furnishes ynediones under very mild conditions in a direct and preparatively simple one‐pot process. The key to avoiding decarbonylation is the Cu I ‐catalyzed Stephens–Castro alkynylation rather than the usually more efficient Sonogashira coupling. In addition, novel highly atom‐economical four‐component syntheses of various heterocycles can be achieved.