17122-97-3

Upstream product

• 100-52-7 benzaldehyde 
• 762-72-1 allyl-trimethyl-silane 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 59554-08-4 2,2-dimethoxy-3-methylbutane 
• 149-73-5 trimethyl orthoformate 
• 98-86-2 acetophenone 
• 132645-96-6 C₇H₆N₃⁽¹⁺⁾ 
• 936-51-6 2-phenyl-1,3-dioxolane 

Downstream Products

• 132645-96-6 C₇H₆N₃⁽¹⁺⁾ 
• 1097909-12-0 (1-azidobut-3-en-1-yl)benzene 
• 622-79-7 benzyl azide 

Relevant academic research and scientific papers

One-Pot Catalytic Synthesis of gem-Diazides and Their Direct Conversion into Safe Materials

Commercial availability and storage issues have left reactivity studies of gem-diazides underdeveloped, in contrast to the relatively abundant chemistry of monoazides. The present study uses triflic acid (0.1 mol-%) as a catalyst for the quantitative prod

Trapping of azidocarbenium ion: A unique route for azide synthesis

For the first time, a sensitive azidocarbenium ion intermediate has been trapped with various nucleophiles to provide azides in excellent chemoselectivity. This provides a novel approach for the chemoselective synthesis of primary and secondary benzyl azides from aldehydes in a one-pot reaction. Enantioselective nucleophilic addition to the azidocarbenium ion has also been initiated.

Chemoselective three-component synthesis of homoallylic azides using an FeCl3 catalyst

A one-pot, three-component synthesis of homoallylic azides from corresponding aldehydes, TMS-allyl, and TMS-N3 has been developed for the first time using an FeCl3 catalyst. The aromatic and hetero-aromatic aldehydes provided the cor

Indium(III) triflate catalyzed tandem azidation/1,3-dipolar cycloaddition reaction of ω,ω-dialkoxyalkyne derivatives with trimethylsilyl azide

The azidation reaction of dialkyl acetal derivatives with trimethylsilyl azide (TMSN3) was efficiently catalyzed by 1-5 mol % of In(OTf) 3. The major product differed depending on the substrate structure and molar ratio of TMSN3

Spontaneous cleavage of gem-diazides: A comparison of the effects of α-azido and other electron-donating groups on the kinetic and thermodynamic stability of benzyl and alkyl carbocations in aqueous solution

The solvolysis reactions of ring-substituted benzylic and 1-propyl gem-diazides in water proceed by a stepwise mechanism through α-azido carbocation intermediates, which are captured by water to give the corresponding aldehyde as the sole detectable produ

TiCl4-Catalyzed Addition of HN3 to Aldehydes and Ketones. Thermolysis and Photolysis of α-Azido Ethers

Aldehydes react with hydrazoic acid and alcohols in the presence of catalytic amounts of TiCl4 to produce α-azido ethers.The conversion of simple ketones to methyl α-azido alkyl ethers can be accomplished by means of hydrazoic acid and methyl orthoformate.Both gas-phase thermolysis and photolysis of representative α-azido ethers were studied and shown to produce mainly imino ethers.In the thermolysis, migratory preference decreases in the series H >> CH3 > Ph >> OR.

REACTIONS OF TRIMETHYLSILYL AZIDE WITH ALDEHYDES: FACILE AND CONVENIENT SYNTHESES OF DIAZIDES, TETRAZOLES, AND NITRILES

The reactions of trimethylsilyl azide (TMSA) with various aldehydes were found to be versatile procedures for the synthesis of gem- and 1,3-diazides, tetrazoles, and nitriles, whose formation was varied by controlling the quantities of TMSA, catalyst, and the reaction conditions.