68339-75-3Relevant academic research and scientific papers
Iron Trichloride and Air Mediated Guanylation of Acylthioureas. An Ecological Route to Acylguanidines: Scope and Mechanistic Insights
Pape, Simon,Wessig, Pablo,Brunner, Heiko
, p. 4701 - 4712 (2016/07/06)
Recently we introduced iron trichloride as an environmentally benign and cost-efficient reagent for the synthesis of N-benzoylguanidines. This highly attractive synthetic approach grants access to a broad spectrum of N-benzoylguanidines under mild conditi
Cleavage of C-N bonds in guanidine derivatives and its relevance to efficient C-N bonds formation
Chang, Denghu,Zhu, Dan,Zou, Peng,Shi, Lei
, p. 1684 - 1693 (2015/03/30)
Efficient nonenzymatic decomposition of guanidine derivatives with high structural and functional diversity into anilide products is achieved in the presence of PdII/Cu(II) carboxylates/CO, relying on a dual C-N bonds cleavage strategy. In this decomposition process, the cooperative action of PdII species, Cu(II) carboxylates, and CO provides not only the N-acylating agents but also an initiator to trigger this C-N bonds cleavage sequence. The current results indicate that PdII/Cu(II) carboxylates/CO system provides a convenient and practical method for highly selective cleavage of unreactive C-N single bonds.
Reaction of quinones and guanidine derivatives: Simple access to bis-2-aminobenzimidazole moiety of benzosceptrin and other benzazole motifs
Tran, Minh Quan,Ermolenko, Ludmila,Retailleau, Pascal,Nguyen, Thanh Binh,Al-Mourabit, Ali
supporting information, p. 920 - 923 (2014/03/21)
A new strategy for the synthesis of 2-aminobenzimidazol-6-ols via a reaction of quinones with guanidine derivatives is reported. Sequential application of this methodology provided a simple access to the first benzosceptrin analogue bearing a bis-2-aminoimidazole moiety. A concomitant addition of two guanidines to the naphtho[1′,2′:4,5]imidazo[1,2-a] pyrimidine-5,6-dione, which includes the redox neutral debenzylation and guanidine-assisted cleavage of the 2-aminopyrimidine part resulted in the synthesis of the free challenging contiguous bis-2-aminoimidazole moiety of benzosceprins in one step.
O-Iodoxybenzoic acid mediated oxidative condensation: Synthesis of guanidines using 1,-3-disubstituted thiourea precursors
Dangate, Prasad S.,Akamanchi, Krishnacharya G.
, p. 6765 - 6767 (2013/01/15)
An efficient and mild oxidative condensation procedure using o-iodoxybenzoic acid and triethylamine or ammonia as base has been developed for the synthesis of guanidines starting from easily synthesizable 1,3-disubstituted thioureas and amines or ammonia.
Synthesis of symmetrical and unsymmetrical N, N ′-diaryl guanidines via copper/N-methylglycine-catalyzed arylation of guanidine nitrate
Xing, Hui,Zhang, Ye,Lai, Yisheng,Jiang, Yongwen,Ma, Dawei
experimental part, p. 5449 - 5453 (2012/08/07)
CuI/N-methylglycine-catalyzed coupling reaction of guanidine nitrate with both aryl iodides and bromides takes place at 70-100 °C, affording symmetrical N,N′-diaryl guanidines with good to excellent yields. Unsymmetrical N,N′-diaryl guanidines can be assembled via monoarylation of guanidine nitrate with aryl iodides bearing a strong electron-withdrawing group and subsequent coupling with another aryl iodide.
Direct guanidinylation of aryl and heteroaryl halides via copper-catalyzed cross-coupling reaction
Hammoud, Hassan,Schmitt, Martine,Bihel, Frederic,Antheaume, Cyril,Bourguignon, Jean-Jacques
experimental part, p. 417 - 423 (2012/03/09)
A modified Ullmann reaction using p-methoxybenzyl (PMB) guanidine as guanidinylation agent yielded various aryl and heteroaryl guanidines in good yields.
