A phosphine-mediated domino sequence of salicylaldehyde with but-3-yn-2-one: rapid access to chromanone
Zhen-Zhen Xie1, Zhi-Xiong Deng, Yu Zheng
1College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, P. R. China. hyangchem@csu.edu.cn xianghaoyue@csu.edu.cn.
Abstract:
Chromanone is a privileged structure with a wide range of unique biological activities. A phosphine-promoted, three-component domino sequence of salicylaldehyde with but-3-yn-2-one was well designed for the construction of the chromanone skeleton under mild conditions. As a consequence, a series of novel chromanone analogues bearing an all-carbon quaternary center were facilely assembled from commercially available starting materials with moderate to good yields, which hold promising applications in pharmacological studies. Mechanistic experiments were conducted to confirm the proposed mechanism.
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