The photochemical reaction of N-methyl-1,2,4-triazoline-3,5-dione (MeTAD) with benzene is known to lead to a Diels–Alder cycloaddition product when conducted at low temperatures (i.e., <−60 °C). This reactivity has been exploited recently for novel synthetic applications. It w...
The [2+2+2] cycloaddition (homo-Diels–Alder reaction) of N-substituted 1,2,4-triazoline-3,5-diones (TADs) with bicycloalkadienes produces strained heterocyclic compounds. A reaction with the unsubstituted dienes occurs readily to produce only the expected homo-Diels–Alder adducts...
Katherine E. Gates, Caitlin Herring, Andrew T. Lumpkin, Robert J. Maraski, Elizabeth G. Perry, Madelen G. Prado, Sarah L. Quigley, Jazmine V. Ridlehoover, Edith Salazar, Kynslei Sims, Kaitlin R. Stephenson, Emma A. Stewart, Mackenzie E. Sullivan, James R. Tucker & Gary W. Breton·Organics·2023
[1.1.1]Propellane, a compound whose structure includes two saturated carbons in which all four bonds are directed into a single hemisphere, is of theoretical interest, but has also seen recent practical applications. Mono-, di-, and trisubstituted derivatives of this propellane (...