600734-35-8

Upstream product

• 16484-05-2 (3-azido-4-iodobutyl)benzene 
• 768-56-9 4-Phenylbut-1-ene 
• 16520-62-0 4-Phenyl-1-butyne 

Downstream Products

• 1073483-69-8 ethyl 2-methyl-5-phenethyl-1H-pyrrole-3-carboxylate 
• 1337999-35-5 1-(5-methyl-1-(4-phenylbut-1-en-2-yl)-1H-1,2,3-triazol-4-yl)ethanone 

Relevant academic research and scientific papers

Highly Enantioselective Iridium-Catalyzed Coupling Reaction of Vinyl Azides and Racemic Allylic Carbonates

The iridium-catalyzed enantioselective coupling reaction of vinyl azides and allylic electrophiles is presented and provides access to β-chiral carbonyl derivatives. Vinyl azides are used as acetamide enolate or acetonitrile carbanion surrogates, leading to γ,δ-unsaturated β-substituted amides as well as nitriles with excellent enantiomeric excess. These products are readily transformed into chiral N-containing building blocks and pharmaceuticals. A mechanism is proposed to rationalize the chemoselectivity of this coupling reaction.

AgN3-Catalyzed Hydroazidation of Terminal Alkynes and Mechanistic Studies

The hydroazidation of alkynes is the most straightforward way to access vinyl azides-versatile building blocks in organic synthesis. We previously realized such a fundamental reaction of terminal alkynes using Ag2CO3 as a catalyst. H

Transformation of Alkynes into α- Or β-Difluorinated Alkyl Azides by an Efficient One-Pot Two-Step Procedure

Reported herein an unprecedented 1,2-azide migratory hydroazidation and subsequent gem-difluorination of alkynes accessing β-difluorinated alkyl azides. Importantly, functional group controlled 1,2-azide or 1,2-aryl migration was observed in the case of a

Radical Enamination of Vinyl Azides: Direct Synthesis of N-Unprotected Enamines

An electron-withdrawing-group-generable radical-induced enamination of vinyl azides is reported, which results in a variety of β-functionalized N-unprotected enamines in a stereoselective manner. A plausible mechanism involving an unusual 1,3-H transfer of in situ generated iminyl radical intermediate was proposed on the basis of experimental results and DFT calculations.

Rh(ii)-catalyzed cycloadditions of 1-tosyl 1,2,3-triazoles with 2H-azirines: Switchable reactivity of Rh-azavinylcarbene as [2C]- or aza-[3C]-synthon

The Rh(ii)-catalyzed formal [3+2] and [3+3] cycloadditions of 1-tosyl 1,2,3-triazoles with 2H-azirines have been developed, which enable the efficient synthesis of polysubstituted 3-aminopyrroles and 1,2-dihydropyrazines, respectively. The reported [3+2] cycloaddition represents the first application of 1-sulfonyl 1,2,3-triazole as a [2C]-component in relevant cycloaddition reactions. This journal is

Formal [4+2]-annulation of vinyl azides with N-unsaturated aldimines

Highly functionalized quinolines and pyridines could be synthesized by BF3?OEt2-mediated reactions of vinyl azides with N-aryl and N-alkenyl aldimines, respectively. The reaction mechanism could be characterized as formal [4+2]-annulation, including unprecedented enamine-type nucleophilic attack of vinyl azides to aldimines and subsequent nucleophilic cyclization onto the resulting iminodiazonium ion moieties.

Conformationally restricted aza-BODIPY: Highly fluorescent, stable near-infrared absorbing dyes

Novel NIR fluorescent, conformational restricted aza-dipyrromethene boron difluoride (aza-BODIPY) dyes were prepared by an efficient process. Such conformational restricted aza-BODIPY dyes possess intense absorption, strong fluorescence, high chemical and