Reaction of ethyl azidoformate with ketene silyl acetals

Recent advances in transition metal-catalyzed N-atom transfer reactions of azides

“…13 Extending the spacer length by an additional methylene eliminates azepine formation to produce indoline 13 or indole 2, albeit with reduced yields. 14b,15, 16 In contrast to aryl azides, few selective intramolecular cyclizations of nitrenes derived from sulfonyl-, 17 acyl-, 18 or phosphoryl 19 azides exist. Even fewer synthetically useful examples of intermolecular thermal or photochemical N-atom transfer have been reported.…”

A New, Mild, General and Efficient Route to Aryl Ethyl Carbonates in Solvent‐Free Conditions Promoted by Magnesium Perchlorate

“…The alkyl ethyl carbonate 6 was separated from the residual alcohol by flash chromatography on silica gel with a mixture of petroleum ether/Et 2 O = 95:5. Ethyl octyl carbonate ( 6a ),33 benzyl ethyl carbonate ( 6b ),34 ( E )‐ethyl hex‐2‐enyl carbonate ( 6g ),35 ethyl octan‐2‐yl carbonate ( 6h ),36 ethyl ( R )‐menthyl carbonate ( 6i )27 and ( S )‐ethyl 2‐(ethoxycarbonyloxy) propanoate ( 6j )37 are completely characterized known compounds. ( E )‐ethyl hex‐3‐enyl carbonate ( 6e )38 and ( Z )‐ethyl hex‐3‐enyl carbonate ( 6f )31 are known compounds.…”

One-Pot Synthesis of Fluoroalkanesulfonyl Substituted Amidines from Ketone, Amine and Fluoroalkanesulfonyl Azides in Mild Conditions

“…Due to the strong electron-withdrawing properties of the fluoroalkanesulfonyl group, per(poly)fluoroalkanesulfonyl azides are more reactive than other organic azides, especially in the reaction with electron-rich olefins. 12,13 As fluoroalkanesulfonyl azides react quickly with enamines, the equilibrium between enamine and ketone should shift to enamines and form the triazoline intermediate by the 1,3dipolar cycloaddition. 13 When the triazoline ring carries an electron-withdrawing group at the 1-position, it is very labile.…”