1292358-70-3

Upstream product

• 941-55-9 4-toluenesulfonyl azide 
• 2561-17-3 1-ethynyl-3-fluoro-benzene 

Downstream Products

• 1613045-82-1 (Z)-N-(1-(dimethylamino)-3-(3-fluorophenyl)-3-oxo-1-phenylprop-1-en-2-yl)-4-methylbenzenesulfonamide 
• 1613045-83-2 C₂₄H₂₃FN₂O₃S 
• 1616973-09-1 3-butyl-4-(3-fluorophenyl)-1-tosyl-1H-pyrrol-2(5H)-one 
• 1198612-83-7 4-(3-fluorophenyl)-2H-1,2,3-triazole 

Relevant academic research and scientific papers

Synthesis of N -acylamidines via rhodium-catalyzed reaction of nitrosobenzene derivatives with N -sulfonyl-1,2,3-triazoles

α-Imino rhodium carbene, readily generated from N-sulfonyl-1,2,3-triazole, underwent cycloaddition and subsequent rearrangement with a nitrosobenzene derivative to afford N-acylamidine. The unprecedented C-C bond cleavage of α-imino carbene was facilitated by the weakness of the N-O bond.

Facile synthesis of pyrroloindoles: Via a rhodium(II)-catalyzed annulation of 3-benzylidene-indolin-2-ones and α-imino carbenes

The annulation of 3-benzylidene-indolin-2-ones with α-imino rhodium carbenes generated in situ from N-sulfonyl-1,2,3-triazoles is presented. Through the appropriate choice of catalyst, the reactions can be reasonably modulated, and consequently, a number of pyrroloindole derivatives were constructed in moderate to excellent yields.

Rhodium-Catalyzed Denitrogenative Transannulation of N-Sulfonyl-1,2,3-triazoles with Glycals Giving Pyrroline-Fused N-Glycosides

Described here is a selective synthesis of 2,3-dihydropyrrole-fused N-glycosides through rhodium-catalyzed denitrogenative transannulation of N-sulfonyl-1,2,3-triazoles with glycals. A series of pyrroline-fused N-glycosides are afforded in moderate to exc

Acid-catalyzed three-component addition of carbonyl compounds with 1,2,3-triazoles and indoles

A facile and efficient acid-catalyzed three-component reaction of indoles, 1-tosyl-1,2,3-triazoles and carbonyl compounds has been developed. The use of TsOH with a small amount of water significantly promoted the reaction yield. This method provided a general and one-pot approach for the synthesis of structurally diverseC3-alkylated indole derivatives. The alkylation exclusively occurred at theN2position of triazoles. Various functional groups were tolerated under the optimized simple reaction conditions.

Method for preparing triazole derivatives

The invention discloses a method for preparing triazole derivatives. The method comprises the following steps: taking aryl sulfonyl azide derivatives and acetylenic derivatives as raw materials, taking cuprous iodide and ortho-aminophenol as catalysts, an

Copper(I)-N-Heterocyclic Carbene Complexes as Efficient Catalysts for the Synthesis of 1,4-Disubstituted 1,2,3-Sulfonyltriazoles in Air

Bis-NHC and mixed NHC/PR3 copper(I) complexes (NHC = N-heterocyclic carbene) were found to be efficient catalysts enabling the azide-alkyne cycloaddition reaction leading to the formation of 1,2,3-sulfonyltriazoles under Click conditions. The mechanism of this transformation was probed and decoordination of the NHC ligand (even in the NHC/PR3 mixed ligand systems) during the catalytic transformation was observed.

Synthesis of β-amino-α,β-unsaturated ketone derivatives via sequential rhodium-catalyzed sulfur ylide formation/rearrangement

In the presence of a Rh(II) catalyst and β-(methylthio)-α,β-unsaturated ketones, 1-sulfonyl-1,2,3-triazoles can be converted into functionalized β-amino-α,β-unsaturated ketones via formation of α-imino rhodium carbene/sulfur ylide and subsequent rearrangement. The products decompose to useful 2-methylthiopyrrole derivatives conveniently in high yield.

Rhodium-Catalyzed Synthesis of 2,5-Epoxybenzo[f][1,4]oxazepines by Tandem Reaction of 1-Sulfonyl-1,2,3-triazoles and Salicylaldehydes

Readily available 1-sulfonyl-1,2,3-triazoles were converted into α-imino carbenes in the presence of catalytic amounts of rhodium(II) salts. The carbenes underwent a tandem reaction with salicylaldehydes to provide a series of functionalized 2,5-epoxybenzo[f][1,4]oxazepines in high yields. A novel protocol for the synthesis of 2,5-epoxybenzo[f][1,4]oxazepines is developed. The complicated ring system can be constructed from readily available N-sulfonyl-1,2,3-triazoles and salicylaldehyde derivatives in a one-pot procedure. Many valuable functional groups are well tolerated in this transformation. [Rh2(piv)4] = dirhodium(II) tetrapivalate.

One-Pot Aminoethylation of Indoles/Pyrroles with Alkynes and Sulfonyl Azides

A general and efficient one-pot aminoethylation of substituted indoles/pyrroles was accomplished for the synthesis of various tryptamine derivatives employing a combination of alkynes and sulfonyl azides as readily accessible aminoethylating agents. The reaction features a successful integration of copper-catalyzed alkyne and azide cycloaddition to N-sulfonyl-1,2,3-triazole, rhodium-catalyzed selective insertion of α-iminocarbenes onto the C3-H bond of indoles, and reduction of the resultant enamides to tryptamine derivatives employing either NaCNBH3 or palladium catalyst, in one-pot. The reaction also showed excellent functional-group tolerance and allowed the synthesis of various substituted tryptamines in good to excellent yield. This transformation constitutes a one-pot formal regioselective functionalization of terminal alkynes. Utility of the synthesized tryptamine was further demonstrated in the synthesis of dihydro-β-carboline and tryptoline.

Synthesis of 3-pyrrolin-2-ones by rhodium-catalyzed transannulation of 1-sulfonyl-1,2,3-triazole with ketene silyl acetal

α-Imino rhodium carbenoids generated from 1-sulfonyl 1,2,3-triazole were applied to the 3 + 2 cycloaddition with ketene silyl acetal, offering a novel and straightforward synthesis of biologically interesting compound 3-pyrrolin-2-one with broad substrate scope.