22774-34-1

Upstream product

• 6165-75-9 propargyl benzenesulfonate 
• 104-94-9 4-methoxy-aniline 
• 106-96-7 propargyl bromide 
• 16156-58-4 prop-2-yn-1-ol methanesulfonate 

Relevant academic research and scientific papers

Three-step pathway towards bis(1,2,3-triazolyl-γ-propylsilatranes) as Cu2+ fluorescent sensor, via 'Click Silylation'

A series of substituted aniline derivatized bis(1,2,3-triazolyl-γ- propylsilatranes) 3a-3f were designed in good yield from their triethoxysilane analogues via Cu(I) 'Click Silylation'. All the silatranes 3a-3f were characterized by IR, NMR (1H, 13C) and HRMS studies. All these compounds were explored for their thermal stability by thermogravimetric analysis (TGA)/differential thermal analysis (DTA)/differential scanning calorimetry (DSC) study and electronic properties by UV-vis spectroscopy and fluorescence study. The binding of silatranes 3a-3f to Cu2+ ion proves them to be good chemosensor. These silatranes were subjected to time dependent hydrolysis under normal atmospheric conditions. IR spectroscopic data support hydrolytic instability of 3a, 3c and 3e.

Pyrrolylmethyl functionalized o-carborane derivatives

The reactions of the 16e half-sandwich complex CpCoS2C2B10H10 (1), diazo esters, and various 1,6-diynes (3a-i; PhN(CH2C CH)2, 4-Me-PhN(CH2C CH)2, 4-OMe-PhN(CH2C CH)2, 4-F-PhN(CH2C CH)2, BzN(CH2C CH)2, O(CH2C CH)2, C(Ac)2(CH2C CH)2, N(CH2C CH)3, NH(CH2C CH)N(CH2C CH)2) were investigated, in which two novel types of B-H activated products CpCoS2B10H9(CH2CO2Et)C5H3N(R)(CHCHCO2Et) (4a-c; R = Ph, 4-Me-Ph, 4-OMe-Ph) and the key intermediate CpCoS2B10H9(CHCO2Me) (CH2CO2Me) (9) were isolated. 9 features a reactive Co-B bond, which triggers insertion of various 1,6-diynes to further lead to different final products. Substrates 3a-c are activated by the Co-B bond to produce o-carborane derivatives 4a-c which are functionalized by a cobalt-complexed 3-pyrrolylmethyl group. The pyrrole ring is formed by in situ ring closure of 1,6-diynes. Control experiments and isolation of the intermediate CpCoS2B10H9(CHCO2Me)(CH2CO2Me)HCC CH2N(4-Me-Ph)(CH2C CH) (10) support the proposed mechanism concerning the formation of 4a-c analogues by oxidation. All of the new complexes were characterized by NMR, IR, elemental analysis, and mass spectrometry. The structures of 4a-6a and 9 were determined by single-crystal X-ray diffraction analysis as well.

Synthesis of polyfunctional triethoxysilanes by 'click silylation'

The copper-catalyzed 'click silylation' has been exploited for the chemical modification of γ-azidopropyltriethoxysilane (AzPTES) with a wide range of terminal alkynes (1a-1v) in a one-pot operation. The novel 1,2,3-triazole-triethoxysilane derivatives (2a-2v) were synthesized by this procedure and comprehensively characterized by IR spectra, 1H and 13C NMR, and HRMS studies.

Synthesis of polyfunctional triethoxysilanes by 'click silylation'

The copper-catalyzed 'click silylation' has been exploited for the chemical modification of γ-azidopropyltriethoxysilane (AzPTES) with a wide range of terminal alkynes (1a-1v) in a one-pot operation. The novel 1,2,3-triazole-triethoxysilane derivatives (2a-2v) were synthesized by this procedure and comprehensively characterized by IR spectra, 1H and 13C NMR, and HRMS studies.

A highly efficient tandem [3 + 2] "click" cycloaddition/6-exo-cyclization strategy for the construction of triazole fused pyrazines

The pharmaceutically important tetrahydro-[1,2,3]triazolopyrazine heterocyclic architecture has been synthesized via a concise tandem "click"/6-exo-dig cyclization strategy in mixed aqueous-organic media. The generality of this mild method was expanded to various amino acid based substrates. The scopes and limitations of this method are discussed in the paper.

Highly selective N-Alkylation of amines promoted on silica: An efficient and recyclable surface

N-Alkylation of amines suffers from competing over alkylations. At the same time, use of strong base and other harsh conditions greatly limits providing a practical, generalized and selective procedure. Activated silica gel has been found to promote N-alkylations of amines. Here, we studied N-alkylation of amines with various types of alkyl halides, which finally constitute practical, highly selective and eco-friendly conditions for mono- or bis-alkylated amines at ambient temperature with recyclability of silica.

Intermolecular and intramolecular pauson-khand reactions of functionalized Allenes

Pauson-Khand reactions of functionalized allenes with different alkynes give cyclopentenones with generally high regio-and stereoselectivities. The allenes react through their external double bonds, giving cyclopentenones with exocyclic double bond at their β positions and predominantly with E stereochemistry. Some intramolecular reactions with allenynes connected through aromatic rings are described. These give the corresponding heterocycles with moderate to good yields. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.

Direct and selective N-monoalkynylation and N-monoalkenylation of anilines with alky(e)nyl methanesulfonates using methylmagnesium bromide as a base

Several anilines were directly N-monoalkynylated and N-monoalkenylated with alkynyl methanesulfonates and alkenyl methanesulfonates, respectively, using methylmagnesium bromide as a base in good yields with high selectivities.

SELECTIVE SYNTHESIS OF MONO- AND DIPROPARGYLARYLAMINES ON ALUMINUM OXIDE

Propargylarylamines are formed with preparative yields in the reaction of propargyl bromide with arylamines in a molar ratio of 1:3 on aluminum oxide.The use of aluminum oxide modified with potassium carbonate and a reduction in the relative amount of the