Bronsted base-catalyzed 1,2-addition/[1,2]-phospha-Brook rearrangement sequence providing functionalized phosphonates

被引：3
|
作者：
Kondoh, Azusa [1 ]
Terada, Masahiro [2 ]
机构：
[1] Tohoku Univ, Res & Analyt Ctr Giant Mol, Grad Sch Sci, Aoba Ku, Sendai, Miyagi 9808578, Japan
[2] Tohoku Univ, Grad Sch Sci, Dept Chem, Aoba Ku, Sendai, Miyagi 9808578, Japan
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2022年 / 20卷 / 14期
关键词：
PHOSPHA-BROOK REARRANGEMENT; INTRAMOLECULAR CYCLIZATION; ORGANOPHOSPHORUS COMPOUNDS; ASYMMETRIC-SYNTHESIS; ALPHA-HYDROXY; LIGANDS; PROPARGYLATION; DERIVATIVES; GENERATION; ALDEHYDES;
D O I：
10.1039/d2ob00256f
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
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 Bronsted base catalysis. The reaction of aromatic aldehydes and ketones with phosphinates having functional groups such as alkynyl, bromoalkyl, N-Boc amino, and boryl groups efficiently proceeded with the aid of phosphazene base P2-tBu as the catalyst, providing densely functionalized phosphonates in good yields.
引用
收藏
页码：2863 / 2866
页数：4
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