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Traceless, Solid‐Phase Synthesis of Biarylmethane Structures through Pd‐Catalyzed Release of Supported Benzylsulfonium Salts
Author(s) -
Vanier Cécile,
Lorgé Franz,
Wagner Alain,
Mioskowski Charles
Publication year - 2000
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/(sici)1521-3773(20000502)39:9<1679::aid-anie1679>3.0.co;2-4
Subject(s) - sulfonium , combinatorial chemistry , catalysis , linker , reactivity (psychology) , solid phase synthesis , chemistry , phase (matter) , coupling reaction , sulfide , sequence (biology) , organic chemistry , salt (chemistry) , computer science , biochemistry , peptide , medicine , alternative medicine , pathology , operating system
A new safety‐catch linker for the solid‐phase synthesis (SPS) of biarylmethane structures (see scheme) has been identified from a study of the reactivity of acyclic sulfonium salts towards a Pd‐catalyzed cross‐coupling reaction. The sulfide link is compatible with most SPS reaction conditions and hence this novel anchoring/activation/release sequence should enable many libraries to be synthesized by solid‐phase synthesis.