Desymmetrization reactions: A convenient synthesis of aromatic diamide diamines

A two-step process for the synthesis of various diamide diamines derived from 1,n-diamino benzene compounds is described. The amidation reaction is simple, mild, involves readily available bis(N-acylthiazolidine-2-thione) derivatives as acylating agents and requires only stoichiometric equivalents o...

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Bibliographic Details
Published inSynthesis (Stuttgart) no. 10; pp. 1471 - 1478
Main Authors Picard, C, Arnaud, N, Tisnes, P
Format Journal Article
LanguageEnglish
Published STUTTGART Thieme Medical Publishers 2001
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
regioselectivity
diamides
CHEMOSELECTIVE ACYLATION
ARTIFICIAL RECEPTOR
AMIDE
COMPLEXES
PEPTIDE-BOND FORMATION
aromatic diamines
acylation
MONITORED AMINOLYSIS
HYDROGEN-BONDS
LIGANDS
MODELS
N-acylthiazolidine-2-thione
MOLECULAR RECOGNITION
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Summary:A two-step process for the synthesis of various diamide diamines derived from 1,n-diamino benzene compounds is described. The amidation reaction is simple, mild, involves readily available bis(N-acylthiazolidine-2-thione) derivatives as acylating agents and requires only stoichiometric equivalents of diamine and acylating agents.
ISSN:0039-7881
DOI:10.1055/s-2001-16076