1374588-19-8Relevant articles and documents
Photoinduced reactions of bicycloalkylidenes with isatin and isoquinolinetrione
Wu, Dong-Dong,He, Ming-Tao,Liu, Qi-Di,Wang, Wei,Zhou, Jie,Wang, Lei,Fun, Hoong-Kun,Xu, Jian-Hua,Zhang, Yan
, p. 3626 - 3635 (2012)
Photoinduced reactions of isatin and N-methyl-1,3,4-isoquinolinetrione with bicycloalkylidenes such as bicyclopropylidene, cyclopropylidenecyclobutane, cyclopropylidenecyclohexane and bicyclohexylidene were investigated. The reactions gave spirooxetanes as the major products derived from the [2 + 2] photocycloaddition pathway via 1,4-biradical recombination. Unusual products including the [4 + 2 + 2] cycloadducts, the oxoisochroman derivatives and other ring-rearranged products were derived from competitive pathways via 1,6-biradical recombination. The presence of oxygen in the reaction solution was found to be relevant to the distribution of different types of products. Mechanisms were proposed to rationalize the chemo- and regioselectivity in the photoreactions and the origin of the different types of products.