185384-36-5

Basic information

• Product Name: Carbamic acid, phenyl-2-propynyl-, 1,1-dimethylethyl ester
• CAS NO: 185384-36-5
• Molecular Formula: C14H17NO2
• Molecular Weight: 231.294
• Mol File: 185384-36-5.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: Carbamic acid, phenyl-2-propynyl-, 1,1-dimethylethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, phenyl-2-propynyl-, 1,1-dimethylethyl ester(185384-36-5)
• EPA Substance Registry System: Carbamic acid, phenyl-2-propynyl-, 1,1-dimethylethyl ester(185384-36-5)

Safety Data

• Hazardous Substances Data: 185384-36-5(Hazardous Substances Data)

Upstream product

• 14465-74-8 N-phenyl-N-prop-2-ynylamine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 62-53-3 aniline 
• 1173182-66-5 C₅H₉IO₂ 
• 3422-01-3 tert-butyl phenylcarbamate 
• 106-96-7 propargyl bromide 

Downstream Products

• 1616405-64-1 tert-butyl phenyl((1-tosyl-1H-1,2,3-triazol-4-yl)methyl)carbamate 
• 1402150-95-1 tert-butyl phenyl((2-phenylquinolin-4-yl)methyl)carbamate 

Relevant articles and documents

Metal-Free Iodoperfluoroalkylation: Photocatalysis versus Frustrated Lewis Pair Catalysis

A comparison of two catalytic, metal-free iodoperfluoroalkylation protocols is presented. Frustrated Lewis pairs [ tBu 3P/B(C 6F 5) 3] or phosphines/phosphites under visible light irradiation efficiently mediate the functionalization of non-activated alkenes and alkynes. A comprehensive account of the corresponding substrate scopes as well as insights into the mechanistic details of both reaction pathways are provided.

Gold-Catalyzed 1,2-Oxyalkynylation of N-Allenamides with Ethylnylbenziodoxolones

A gold-catalyzed 1,2-oxyalkynylation of N-allenamides with ethylnylbenziodoxolones (EBXs) has been achieved for the first time. The reaction, which follows a redox-neutral Au(I)/Au(III) catalytic pathway, was enabled in an attempt to exhaust the EBX reagents atom-economically by putting the nucleophilic carboxylate part of EBXs to appropriate use. This constitutes the first example for gold-catalyzed β-alkynylation of N-allenamides to construct highly valuable 1,3-enynes. The potential of the sequence is further documented by some follow-up transformations.

Enantioselective Oxidative (4+3) Cycloadditions between Allenamides and Furans through Bifunctional Hydrogen-Bonding/Ion-Pairing Interactions

BINOL-based N-trifluoromethanesulfonyl phosphoramides catalyze the enantioselective (4+3) cycloaddition between furans and oxyallyl cations, the latter being generated in situ by oxidation of allenamides. The chiral organic phosphoramide counteranion is proposed to engage in the activation of the oxyallyl cation intermediate through cooperative hydrogen-bonding and ion-pairing interactions, enabling an efficient chirality transfer that provide the final adducts with high diastereo- and enantioselectivities. Remarkably, the reaction shows a wide substrate scope that includes a variety of substituted allenamides and furans.