Beilstein J. Org. Chem.2022,18, 889–915, doi:10.3762/bjoc.18.90
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
via formation of the C–C bond neighboring at the ring nitrogen atom
In 2001, the Ortiz group developed a strategy for the synthesis of γ-phosphinolactam derivatives via formation of the C–C bond neighboring the nitrogen atom. Like the dearomatizing anionic cyclization of N-alkyl-N-benzylbenzamides [45
’-dimethylphosphonodiamides 178, 181, and 183. The corresponding cyclohexadiene-fused γ-phosphinolactam derivatives 179, 180, 182, and 184–188 were obtained after treatment with sec-butyllithium in a mixture of THF and DMPU (1,3-dimethyl-3,4,5,6-tetrahydro-2-pyrimidinone) followed by addition of various electrophiles, such
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Graphical Abstract
Figure 1:
Biologically active 1,2-azaphospholine 2-oxide derivatives.