Acta Chimica Sinica ›› 1987, Vol. 45 ›› Issue (4): 340-343. Previous Articles     Next Articles

Original Articles

分子内1,3-偶极环加成反应的研究II: 呋喃偶极体系的热及光化学反应

陈庆华;王学良   

  1. 北京师范大学化学系
  • 发布日期:1987-04-15

Studies on intramolecular 1,3-dipolar cycloaddition reactions II: The thermochemical and photochemical reactions of the furan 1,3-dipolar nitrone system

CHEN QINGHUA;WANG XUELIANG   

  • Published:1987-04-15

The synthesis of 1,3-dipolar nitrone (I) and its thermochem. and photochem. reactions have been investigated. The intramol. cycloaddn. is regioselective and the cyclization products are II and III in roughly 2:1 ratio (total yield 80%). The thermochem. reaction under sunlamp light also produces the double bond migration product IV (18%). The photochem. reaction of I under irradiation at l ?02 nm gives oxaziridine V (78%), while under l ?70 nm the rearrangement product VI (15%) is obtained directly besides V (43%). Compound V is very reactive and undergoes an intramol. cycloaddn. reaction through I on heating.

Key words: PHOTOCHEMICAL REACTION, REACTION MECHANISM, NITROGEN HETEROCYCLICS, SELECTIVITY, FURAN P, REARRANGEMENT REACTION, OXIME, CYCLOADDITION REACTION, OXYGEN HETEROCYCLICS, ENERGY LEVELS

CLC Number: