91391-87-6Relevant academic research and scientific papers
Application of bis(trimethylsilyl) phosphonite in the efficient preparation of new heterocyclic -aminomethyl- H -phosphinic acids
Olszewski, Tomasz K.,Boduszek, Bogdan
, p. 437 - 442 (2011)
A simple, reproducible, and efficient preparation of new heterocyclic -aminomethyl-H-phosphinic acids is reported. The synthetic protocol is based on the application of bis(trimethylsilyl) phosphonite, as an efficient phosphorous nucleophile, in the reaction with the corresponding heterocyclic imines. Subsequent methanolysis of the addition intermediates leads to the expected heterocyclic -aminomethyl-H-phosphinic acids in fair to good yields. Additionally, acidic hydrolysis of benzhydrylamino derivatives allows the efficient preparation of free -aminomethyl-H-phosphinic acids in good yields and high purity after simple crystallization. Georg Thieme Verlag Stuttgart New York.
Rapid access to substituted piperazines via Ti(NMe2) 4-mediated C-C bond-making reactions
Chen, Zhou,Wu, Jian,Chen, Yanmei,Li, Lei,Xia, Yuanzhi,Li, Yahong,Liu, Wei,Lei, Tao,Yang, Lijuan,Gao, Dandan,Li, Wu
, p. 6005 - 6013 (2012/10/30)
An efficient Ti(NMe2)4-mediated C-C bond-forming methodology toward substituted piperazines, the basic skeleton of several biologically active natural products, has been developed. In reactions of tridentate monoanionic ligands beari
New pyrrole inhibitors of monoamine oxidase: Synthesis, biological evaluation, and structural determinants of MAO-A and MAO-B selectivity
La Regina, Giuseppe,Silvestri, Romano,Artico, Marino,Lavecchia, Antonio,Novellino, Ettore,Befani, Olivia,Turini, Paola,Agostinelli, Enzo
, p. 922 - 931 (2007/10/03)
A series of new pyrrole derivatives have been synthesized and evaluated for their monoamine oxidase (MAO) A and B inhibitory activity and selectivity. N-Methyl,N-(benzyl),N-(pyrrol-2-ylmethyl)amine (7) and N-(2-benzyl),N-(1- methylpyrrol-2-ylmethyl)amine
Highly enantioselective synthesis of tetrahydro-β-carbolines and tetrahydro-γ-carbolines via Pd-catalyzed intramolecular allylic alkylation
Bandini, Marco,Melloni, Alfonso,Piccinelli, Fabio,Sinisi, Riccardo,Tommasi, Simona,Umani-Ronchi, Achille
, p. 1424 - 1425 (2007/10/03)
A novel Pd-catalyzed intramolecular allylic alkylation of indoles allows THBCs and THGCs to be effectively synthesized in high yields and excellent enantiomeric excesses (ee up to 97%). Copyright
Diversity in complexation of [Rh(I)(cod)]+ and [Ir(I)(cod)]+ by pyridine-amine-pyrrole ligands
De Bruin, Bas,Kicken, Reinout J. N. A. M.,Suos, Nicolaas F. A.,Donners, Maurice P. J.,Den Reijer, Carolien J.,Sandee, Albertus J.,De Gelder, Rene,Smits, Jan M. M.,Gal, Anton W.,Spek, Anton L.
, p. 1581 - 1592 (2007/10/03)
Complexation of [Rh(I)(cod)]+ and [Ir(I)(cod)]+ by the new pyridine- amine-pyrrole ligands Py-CH2-N(R)-CH2-Pyr-H (HL(R); R = H, Bzl, Bu) and the corresponding pyridine-amine-pyrrolate ligands [Py-CH2-
1-aminophosphonic acids and esters bearing heterocyclic moiety. Part 2. 1 pyridine, pyrrole and emidazole derivatives
Boduszek, Bogdan
, p. 209 - 218 (2007/10/03)
The benzylic amines (benzylamine, benzhydrylamine and benzyl carbamate) were applied in the synthesis of aminophosphonates derived from pyridine, pyrrole and imidazole. The Schiff bases obtained from corresponding heterocyclic aldehydes and benzylic amines were caused to react with diphenyl phosphorate or dibenzyl phosphonate to form corresponding heterocyclic aminophosphonates in good yields. The N-(benzylamino)-phosphonates were deblocked by catalytic hydrogenolysis. The benzhydryl group from the phosphonates was removed by acidic hydrolysis, and the carbobenzyloxy group from the phosphonates can be easy removed by treatment with a solution of 30% HBr in acetic acid, as well. It was found that during acidic hydrolysis of 2-and 4-pyridylmethylaminophosphonates a rearrangement occurred, combined with a cleavage of C-P bond in the phosphonate molecules and subsequent formation of the corresponding amines.
