Kondoh Azusa, Terada Masahiro
Research and Analytical Center for Giant Molecules, Graduate School of Science, Tohoku University, Aramaki, Aoba-ku, Sendai, 980-8578, Japan.
Department of Chemistry, Graduate School of Science, Tohoku University, Aramaki, Aoba-ku, Sendai 980-8578, Japan.
Org Biomol Chem. 2022 Apr 6;20(14):2863-2866. doi: 10.1039/d2ob00256f.
A new methodology for the introduction of functional groups into an organic molecule in which a keto or a formyl group is used as the connecting site was developed by utilizing the 1,2-addition/[1,2]-phospha-Brook rearrangement sequence under Brønsted base catalysis. The reaction of aromatic aldehydes and ketones with phosphinates having functional groups such as alkynyl, bromoalkyl, -Boc amino, and boryl groups efficiently proceeded with the aid of phosphazene base P2-Bu as the catalyst, providing densely functionalized phosphonates in good yields.
通过在布朗斯特碱催化下利用1,2-加成/[1,2]-磷杂-Brook重排序列，开发了一种将官能团引入有机分子的新方法，其中酮基或甲酰基用作连接位点。在磷腈碱P2-Bu作为催化剂的辅助下，芳族醛和酮与具有炔基、溴代烷基、-Boc氨基和硼基等官能团的次膦酸酯的反应有效地进行，以良好的产率提供了高密度官能化的膦酸酯。
