1240-37-5Relevant articles and documents
Delbos
, p. 370 (1847)
Palladium catalyzed carbonylative annulation of the C(sp2)-H bond of N,1-diaryl-1H-tetrazol-5-amines and N,4-diaryl-4H-triazol-3-amines to quinazolinones
Chandrasekhar, Attoor,Ramkumar, Venkatachalam,Sankararaman, Sethuraman
supporting information, p. 8629 - 8638 (2018/12/12)
Pd(ii) catalyzed direct C-H carbonylative annulation of N,1-diaryl-1H-tetrazol-5-amines and N,4-diaryl-4H-1,2,4-triazol-3-amines gave the corresponding triazole and tetrazole fused quinazolinones in good yields. This methodology offers a convenient method for the synthesis of these important heterocyclic scaffolds in a highly atom economical process. On the mechanistic aspect weakly nucleophilic triazole and tetrazole moieties function as both directing as well as intramolecular nucleophiles. The catalytically active C-H activated intermediate dimeric Pd complex was isolated and characterized which on exposure to CO gas gave the corresponding tetrazole fused quinazolinone derivative. On the basis of isolation of the intermediate and observed kinetic isotope effects, a mechanism has been proposed for the C-H activated direct carbonylative annulation reaction.
A simple route for the synthesis of symmetrical thiourea derivatives and amidinium cations by reaction between isocyanides, amines and carbon disulfide
Anary-Abbasinejad, Mohammad,Karimi, Nadia,Mehrabi, Hossein,Ranjbar-Karimi, Reza
, p. 653 - 659 (2013/02/22)
Reaction between primary amines and CS2 promoted by alkyl isocyanides in ethanol as solvent provides a simple and efficient route for the synthesis of symmetrical thiourea derivatives. The reaction of secondary amines with carbon disulfide and alkyl isocyanides afforded new amidinium cations in good yields.
