670-96-2Relevant articles and documents
Nitrene-like Behaviour of Diazoazoles?
Farras, Jaume,Vilarrasa, Jaume
, p. 1127 - 1129 (1986)
Treatment of 4,5-dicyano-2-diazoimidazole, 2-diazoimidazole, amd 3-diazopyrazole with 1,1-dimethoxyethene affords azolo-as-triazines (1c), (3c), and (8c), respectively; the involvement as intermediates of either aziridines (d), arising from a 'nitrene-like reaction' of diazoazoles, or azoalkenes (b) should be questioned at present.
A sustainable approach towards the three-component synthesis of unsubstituted 1H-imidazoles in the water at ambient conditions
Kapale, Suraj S.,Chaudhari, Hemchandra K.,Mali, Suraj N.,Takale, Balaram S.,Pawar, Hitesh
, p. 712 - 716 (2020/05/22)
A green protocol for the synthesis of unsubstituted imidazoles has been demonstrated herein. The reaction is realized using commercially available lipase enzyme, porcine pancreas lipase (PPL) in water. The reaction conditions are selective and mild which helped to tolerate a wide variety of functional groups to give the desired products in good chemical yields. (Figure presented.).
Deprotection of N-tert-Butoxycarbonyl (Boc) Protected Functionalized Heteroarenes via Addition–Elimination with 3-Methoxypropylamine
Carrick, Jesse D.,Gulledge, Zachary Z.
supporting information, (2020/03/24)
Continued pursuit of functionalized soft-N-donor complexant scaffolds with favorable solubility and kinetics profiles applicable for the separation of the trivalent minor actinides from the lanthanides has attracted significant interest over the last three decades. Recent work from this laboratory resulted in the production of various N-Boc protected [1,2,4]triazinyl-pyridin-2-yl indole Lewis basic procomplexants which necessitated the removal of the indole N-Boc protecting group prior to evaluation of complexant efficacy in separations assays. Traditional deprotection strategies involving trifluoroacetic and other protic and Lewis acids proved unsuccessful in removal of the recalcitrant indole-N-Boc protecting group necessitating the development of a new strategy for deprotection of this complexant class. A serendipitous result facilitated utilization of 3-methoxypropylamine as a mild deprotecting agent for various N-Boc protected heteroarenes via a proposed addition–elimination mechanism. Method development, application to various heteroarenes including indoles, 1,2-indazoles, 1,2-pyrazoles, and related derivatives, a ten-fold scale-up reaction, and experimental evaluation of a preliminary mechanistic hypothesis are reported herein.
