Cycloaddition of singlet oxygen and 4-methyl-1,2,4-triazoline-3,5-dione (MTAD) to methoxycyclooctatetraene (MCOT)
✍ Scribed by Waldemar Adam; Günter Klug; Dieter Scheutzow; Karl Peters; Eva-Maria Peters; Hans-Georg von Schnering
- Publisher
- Elsevier Science
- Year
- 1982
- Tongue
- French
- Weight
- 221 KB
- Volume
- 23
- Category
- Article
- ISSN
- 0040-4039
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## Abstract The reaction of 2(1__H__)‐pyrazinones 1 and 1,2,4‐triazoline‐3,5‐diones 3 was investigated by comparing that of 1 with singlet oxygen. 2(1__H__)‐Pyrazinones 1 reacted in Diels‐Alder fashion with 1,2,4‐triazoline‐3,5‐diones 3 to afford [4+2]‐adducts 4–17 in high yields.
The nonconjugated bicyclo[3.2.l]octa-2,6-diene (1) affords with 4-methyl-1,2,4-triazolin-3,5-dione (MTAD) the homo-cycloadduct (2) product and the rearranged urazoles ( 2) and ( 2) through dipolar cycloaddition, while ene-reaction and (2+2)-cycloaddition are not observed. Bicyclo[3.2.l]octa-2,6-die