308274-37-5

Upstream product

• 917-92-0 3,3-Dimethylbut-1-yne 
• 104-53-0 3-phenyl-propionaldehyde 
• 530-62-1 1,1'-carbonyldiimidazole 
• 600152-48-5 (±)-6,6-dimethyl-1-phenylhept-4-yn-3-ol 
• 37892-71-0 tert-butyllithium 

Downstream Products

• 308274-39-7 (Z)-4-[1-(2,2-Dimethylpropylidene)]-5-ethoxy-5-(2-phenylethyl)-1,3-oxazolidin-2-one 
• 308274-40-0 C₁₈H₂₄⁽²⁾HNO₃ 

Relevant academic research and scientific papers

Formation of β-Oxo- N-vinylimidates via Intermolecular Ester Incorporation in Huisgen Cyclization/Carbene Cascade Reactions

Unusual intermolecular trapping of esters by carbenes generated via a Huisgen cyclization/retroelectrocyclization/dediazotization cascade reaction is presented. β-Oxo-N-vinylimidates could be obtained in one step from propargyl carbonazidates. Mechanistic control experiments suggested reversible dipole formation by ester addition to the carbene, and nitrogen attack to the ester carbonyl was irreversibly followed by stereoselective decarboxylative elimination to give the Z-vinyl imidate. The cross-conjugated enone, imidate, and enamine functional groups in the β-oxo-N-vinylimidates offer novel syntheses of functionalized oxazoles.

Intramolecular iron(II)-catalyzed addition reactions of propargyloxycarbonyl azides

The Fe(II)-catalyzed dediazotation of the propargyl-oxycarbonyl azides 2-4 was studied. In the case of phenyl- (2) and n-butyl-substituted (3) alkynes the products 5 and 6 of an intramolecular syn-aminochlorination were isolated in excellent yields (81-99