101033-15-2

Usage

Type of compound

Chemical compound

Versatility

Used in organic synthesis for the preparation of various compounds, including pharmaceuticals and agrochemicals

Utilization

Synthesis of heterocyclic compounds and other organic molecules

Role

Acts as a mild electrophilic azide source

Common use

Preparation of azido compounds and intermediates for further chemical transformations

Known for

Ability to participate in various cycloaddition reactions

Value

Valuable tool in the field of organic chemistry

Upstream product

• 636-82-8 cyclohexene-1-carboxylic acid 
• 36278-22-5 1-cyclohexenoyl chloride 
• 6156-08-7 cyclohexanone hydrazone 
• 108-94-1 cyclohexanone 
• 17497-53-9 1-iodo-1-cyclohexene 
• 201230-82-2 carbon monoxide 

Downstream Products

• 5041-27-0 1-isocyanatocyclohex-1-ene 
• 750596-77-1 cyclohex-1-enyl-carbamic acid benzyl ester 
• 56517-53-4 4-hydroxy-2-oxo-1,2,5,6,7,8-hexahydro-3(1H)-quinolinecarboxylic acid ethl ester 
• 101033-18-5 ethyl (cyclohexenylamino)acetoacetate 
• 101033-16-3 diethyl (cyclohexenylamino)malonate 
• 117919-40-1 2-Pyrrolidin-1-yl-cyclohex-1-enecarboxylic acid cyclohex-1-enylamide 
• 212373-73-4 1-Cyclohexylamino-4,5,6,7,9,10-hexahydro-8H-azepino[3,2,1-hi]indol-2-one 
• 212373-72-3 3-Cyclohexylamino-1-(4-iodo-butyl)-1,4,5,6-tetrahydro-indol-2-one 
• 137058-04-9 3-Cyclohexylamino-1,4,5,6-tetrahydro-indol-2-one 
• 149400-75-9 3-(cyclohexylamino)-1-<2-(2-bromo-4,5-dimethoxyphenyl)ethyl>-5,6-dihydro-2-oxo-4H-indole 

Relevant academic research and scientific papers

Amino- and azidocarbonylation of iodoalkenes

Iodoalkenes, available from ketones via their hydrazones, underwent palladium-catalysed azidocarbonylation. Depending on the structure of the acyl azides, consecutive hydrolysis toward corresponding primary amides was observed. ‘Direct’ aminocarbonylation

Highly diastereo- and enantioselective reactions of enecarbamates with ethyl glyoxylate to give optically active syn and anti α-alkyl-β- hydroxy imines and ketones

The remarkably selective addition of enecarbamates 2 to ethyl glyoxylate (1) in the presence of a copper-dilmine catalyst (0.1 mol%) gives the corresponding imines 3 in high yields with excellent enantioselectivities. A concerted aza-enetype reaction mech

Highly diastereo- and enantioselective reactions of enecarbamates with an aldehyde

Catalytic asymmetric addition reactions of enecarbamates with ethyl glyoxylate have been developed using CuClO4·4CH3CN and a diimine ligand as the catalyst. Highly diastereo- and enantioselective addition reactions of α-mono-substitu

Bis(alkylthio)carbenes as novel reagents for organic synthesis

Bis(alkylthio)carbenes have been shown to be a useful class of reactive intermediates for applications to organic synthesis. Substituted hydroindolones, isatins and hydroquinolones can be prepared by the addition of these carbenes to vinyl isocyanates. (C) 2000 Elsevier Science Ltd.

Construction of the azepinoindole core tricycle of the Stemona alkaloids

The azepinoindole substructure common to a number of Stemona alkaloids is constructed by employing a 7-endo radical cyclization of a readily available N-alkylated hydroindolone substrate. The indolone precursors are prepared via [1 + 4] cycloaddition between a vinyl isocyanate and either dimethoxycarbene or cyclohexylisocyanide.

(1+4) Cycloaddition of Vinyl Isocyanates with Isocyanides. Construction of Functionally Elaborate Pyrrolinone Derivatives

Reaction of alkyl isocyanides with vinyl isocyanates affords highly functionalized pyrrolinone and hydroindolone products via a novel (1+4) cyclization process.

An Experimentally Convenient Preparation of Highly Substituted Pyridines

A four step sequence is described for the conversion of α,β-unsaturated carboxylic acids into highly substituted pyridines.

Preparation of Highly Substituted 2-Pyridones by Reaction of Vinyl Isocyanates and Enamines

A method for synthesis of highly substituted 2(1H)-pyridones is reported.Vinyl isocyanates, prepared from the corresponding α,β-unsaturated carboxylic acids, undergo cyclization with various enamines to furnish six-membered heterocycles.The methodology is exemplified by numerous examples.Application of this strategy is further illustrated by the synthesis of several aza steroid analogues.