4596-57-0Relevant academic research and scientific papers
Amino Acid-Based Dithiocarbamates as Efficient Intermediates for Diversity-Oriented Synthesis of Thiazoles
Ziyaei Halimehjani, Azim,Khalesi, Maryam,Breit, Bernhard
, p. 6081 - 6084 (2020)
Amino acid-based dithiocarbamates were introduced as efficient intermediates for the synthesis of a diverse library of novel di- and tri-substituted thiazoles via condensation with various reagents such as anhydrides, acyl halides, benzene sulfonyl chloride, trifluoromethanesulfonic anhydride, chloroethyl formate, and diethyl chlorophosphate. The utilities of adducts in further organic synthesis were confirmed by Sonogashira and oxidation reactions. In addition, reaction of aspartic acid-based dithiocarbamates with anhydrides affords the corresponding fused 6,6a-dihydrofuro[3,2-d]thiazol-5(3aH)-ones diastereoselectively in excellent yields.
Ensembling three multicomponent reactions for the synthesis of a novel category of pseudo-peptides containing dithiocarbamate and N,X-heterocylic groups
Khalesi, Maryam,Halimehjani, Azim Ziyaei,Franz, Max,Schmidtmann, Marc,Martens, Jürgen
, p. 263 - 272 (2018/10/15)
Consecutive multicomponent reactions have been applied for the synthesis of novel pseudo-peptides bearing dithiocarbamate and N,X-heterocyclic groups (X = S, O) in only one structure. The first multicomponent reaction includes the synthesis of dithiocarbamates using an amine or amino acid, CS2 and an electrophile. The second MCR is synthesis of Asinger imines using 2-chloroisobutyraldehyde, NaXH (X = S, O), ketone and ammonia. The final MCR is Ugi reaction to afford the corresponding three-dimensional pseudo-peptides. Various Asinger imines, carboxylic acids and isocyanides were applied in this protocol to provide diversities of pseudo-peptides in high to excellent yields.
Synthesis of a new series of dithiocarbamate-linked peptidomimetics and their application in Ugi reactions
Ziyaei Halimehjani, Azim,Ranjbari, Mohammad Amin,Pasha Zanussi, Hamed
, p. 22904 - 22908 (2013/11/19)
Novel peptidomimetics containing dithiocarbamate groups were synthesized via the Ugi reaction. Also, dithiocarbamates of natural amino acids were prepared and were used successfully in Ugi reactions to prepare novel peptidomimetics bearing amino acid and dithiocarbamate groups in a single structure. In addition the prepared dithiocarbamates based on amino acids are converted to the corresponding amides.
