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One‐Pot Decarboxylative Acylation of N‐, O‐, S‐Nucleophiles and Peptides with 2,2‐Disubstituted Malonic Acids
Author(s) -
Lebedyeva Iryna O.,
Biswas Suvendu,
Goncalves Kevin,
Sileno Sean M.,
Jackson Ashton R.,
Patel Kunal,
Steel Peter J.,
Katritzky Alan R.
Publication year - 2014
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201403529
Subject(s) - nucleophile , decarboxylation , acylation , chemistry , benzotriazole , reagent , malonic acid , heteroatom , peptidomimetic , medicinal chemistry , conjugate , peptide bond , combinatorial chemistry , stereochemistry , organic chemistry , amino acid , peptide , catalysis , biochemistry , ring (chemistry) , mathematical analysis , mathematics
Monocarbonyl activation of 2,2‐disubstituted malonic acids with benzotriazole leads to decarboxylation of one of the carboxy groups and formation of a CH bond. Intermediate carbonyl benzotriazoles then readily acylate nucleophilic reagents and peptides resulting in libraries of conjugates and peptidomimetics.