Beilstein J. Org. Chem.2022,18, 889–915, doi:10.3762/bjoc.18.90
China 10.3762/bjoc.18.90 Abstract γ-Phostams include γ-phosphonolactams and γ-phosphinolactams and their fused derivatives, phosphorus analogues of γ-lactams. They are 1,2-azaphospholidine 2-oxides and 1,2-azaphospholine 2-oxides and important biological five-membered azaphosphaheterocycles. They have
synthesis of 1,2-azaphospholidine and 1,2-azaphospholine 2-oxides/sulfides and their fused derivatives.
Keywords: azaphospholidine; azaphospholine; phosphonolactam; γ-phosphonolactam; phosphinolactam; γ-phosphinolactam; γ-phostam; Introduction
Phosphaheterocycles are a class of important organic compounds
analogues of the corresponding lactams [11][12][13][14]. 1,2-Azaphospholidine 2-oxides and 1,2-azaphospholine 2-oxides, also called γ-phosphonolactams and γ-phosphinolactams, and their fused derivatives are important five-membered 1,2-azaphosphaheterocyclic derivatives. They are γ-phostams, phosphorus
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Graphical Abstract
Figure 1:
Biologically active 1,2-azaphospholine 2-oxide derivatives.
Beilstein J. Org. Chem.2014,10, 732–740, doi:10.3762/bjoc.10.67
which are 1,3-azaphospholidine and 1,4-azaphosphorine derivatives 26, 29 [26].
For the 5-membered ring 26, hydroxymethyl-H-phosphinic acid (24) underwent a sila-Arbuzov reaction with the bromide 25, the crude mixture was esterified with diphenyldiazomethane, cyclized using Mitsunobu conditions and then