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2,3‐Disubstituted Benzo[ b ]thiophenes from Diarylalkynes via Electrophilic Addition‐Cyclization and Palladium‐Catalyzed Cross‐Coupling
Author(s) -
Lamanna Giuseppe,
Menichetti Stefano
Publication year - 2007
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.200700172
Subject(s) - chemistry , palladium , electrophile , catalysis , electrophilic addition , medicinal chemistry , combinatorial chemistry , double bond , coupling (piping) , stereochemistry , organic chemistry , mechanical engineering , engineering
Diarylalkynes are readily transformed in 3‐chlorobenzo[ b ]thiophenes in a two‐step electrophilic addition‐cyclization procedure that runs highly efficiently in solution or in the solid phase. The heteroaromatic carbon‐chlorine bond participates in palladium‐catalyzed Suzuki–Miyaura or Buchwald–Hartwig cross‐couplings to give, in a single step, 2,3‐disubstituted derivatives of pharmacological relevance .