58028-76-5Relevant articles and documents
Catalyst-free photodecarbonylation ofortho-amino benzaldehyde
Li, Lamei,Wang, Songping,Wei, Wentao,Yan, Ming,Zhou, Jingwei
supporting information, p. 3421 - 3426 (2020/06/25)
It is almost a consensus that decarbonylation of the aldehyde group (-CHO) needs to not only be mediated by transition metal catalysts, but also requires severe reaction conditions (high temperature and long reaction time). In this work, inspired by the “conformational-selectivity-based” design strategy, we broke this consensus and discovered a catalyst-free photodecarbonylation of the aldehyde group. It revealed that decarbonylation can be easily achieved with visible light irradiation by introducing a tertiary amine into theortho-position of the aldehyde group. A diverse array of tertiary amines is tolerated by our photodecarbonylation under mild conditions. Furthermore, the (QM) computations of the mechanism and the experiments on well-designed special substrates revealed that our photodecarbonylation depends on the conformational specificity of the aldehyde group and tertiary amine, and occurs through an unusual [1,4]-H shift and a subsequent [1,3]-H shift.
Spirocyclic Tetramates by Sequential Knoevenagel and [1,5]-Prototropic Shift
Josa-Culleré, Laia,Hirst, Michael G.,Lockett, Jonathan P.,Thompson, Amber L.,Moloney, Mark G.
, p. 9671 - 9683 (2019/09/06)
Highly functionalized spirocyclic tetramates were prepared via a sequential Knoevenagel reaction and [1,5]-prototropic shift (T-reaction) of bicyclic tetramates. While these compounds isomerize in solution, stable analogues can be prepared via an appropri
Design, synthesis and anticancer activity of functionalized spiro-quinolines with barbituric and thiobarbituric acids
Bhaskarachar, Ravi Kiran,Revanasiddappa, Vijayakumar G.,Hegde, Subramanya,Balakrishna, Janardhana P.,Reddy, Suman Y.
, p. 3516 - 3528 (2015/08/03)
A new series of spiro-quinoline compounds have been accomplished by the reaction of barbituric acid or thiobarbituric acid with derivatives of benzisoxazole-5-carbaldehyde or 2-substituted benzaldehyde. These compounds were evaluated for their in vitro cy