Novel One-Pot Synthesis of Aziridines Carrying Sydnone Moiety and Their Biological Studies

Transition metal-free one-pot synthesis of nitrogen-containing heterocycles

“…The synthesis of fused aziridines 13 containing a sydnone moiety was reported by Hegde et al [27] from 2,3-dibromo-1-(3-arylsydnon-4-yl)-3-arylpropan-1-one 11 and 1,2-diaminoethane 12 in the presence of triethyl amine (TEA) and ethanol (Scheme 5).…”

1,3-Dipolar cycloaddition between acetylenic dipolarophiles and sydnone-N-ylides as bis(1,3-dipoles)

“…They were discovered in 1935 by Earl and Mackney 1 and their mesoionic structure was assigned in 1949 by Baker and Ollis. 2 Sydnones present an array of biological properties such as antibacterial, 3,5 antifungal, 3,5 antimicrobial, [4][5][6] anticancer, 5,7 antiproliferative, 8 anti-HIV, 8 anti-inflammatory and analgesic activities. 9 Sydnones ( Figure 1) undergo two main chemical reactions, namely 1,3-dipolar cycloaddition to form pyrazoles and electrophilic substitution at C-4.…”

Continuous flow system for biphasic synthesis of gem‐dichloroaziridine derivatives

“…Aziridines and their derivatives have potential applications in organic and medicinal chemistry owing to their antitumor and antibiotic properties. [1][2][3] Various synthesis and mechanistic studies have been conducted to investigate the ring strain and high reactivity of these compounds. 4,5 Among them, gem-dichloroaziridines are essential building blocks in the synthesis of biologically and pharmacologically active compounds such as indolinones and natural alkaloid analogues such as isoquinolinones, isoquinolines, and amidines.…”

“…Aziridines and their derivatives have potential applications in organic and medicinal chemistry owing to their antitumor and antibiotic properties 1–3 . Various synthesis and mechanistic studies have been conducted to investigate the ring strain and high reactivity of these compounds 4,5 .…”