5-(3-Iodopropargyloxy)pyrimidines as effective fungistatics

Nitropyrrole natural products: isolation, biosynthesis and total synthesis

“…26 In the same patent, treatment of dichloro-β-nitrostyrene 18 and ( p-tolylsulfonyl)methyl isocyanide 19 with sodium hydride in ether afforded nitropyrrole 21, which was chlorinated using sulfuryl chloride to afford compound 22 (Scheme 5). 26 Inspired by the antibiotic activity of the pyrrolomycins and the antifungal activity of some iodine-containing compounds, 27 Koyama and co-workers designed and synthesized N-iodoalkylated nitropyrrole derivatives to study their antifungal activity (Scheme 6). 28 Scheme 3 Reagents and conditions: (i) SOCl 2 , AcOH, rt, 1 (13%)+ 12 (47%).…”

“…(CMB-M0423), recovered from a shallow water sand sample obtained off Heron Island, Australia. 27 The only information about the stereochemistry of these heronapyrroles was the 7S and 15R configuration in heronapyrrole A (30) and the cis-geometry (ROESY) across one of the THF rings of heronapyrrole C (32). Neither absolute nor relative stereochemistry of other stereogenic centres were con-firmed at the time of the original isolation.…”