28752-82-1Relevant articles and documents
Pericyclic reactions of azafulvenium methides bearing internal dipolarophiles - synthesis of chromene and chromane derivatives
Ribeiro Laia, Fernanda M.,Soares, Maria I. L.,Gomes, Clara S. B.,Pinho E Melo, Teresa M. V. D.
, p. 1341 - 1354 (2015)
The reactivity of azafulvenium methides with internal dipolarophiles was explored as an approach to new chromene derivatives. 4,5-Dimethoxycarbonyl- and 5-ethoxycarbonyl- 4-phenylazafulvenium methides with a prop-2-ynyloxyphenyl substituent are converted into 2-[2-(2H-chromen- 8-yl)vinyl]-1H-pyrroles through a sequence of rearrangements. 4,5-Dimethoxycarbonylazafulvenium methide with a more-activated dipolarophile as well as the more-activated 5- (trifluoromethyl)azafulvenium methide with an unactivated alkyne could be trapped by [8π+2π] cycloadditions to afford 8,12a-dihydro-6H-chromeno[4,3-e]indolizines. 5-(Trifluoromethyl) azafulvenium methide with a 2-(3-methoxycarbonylprop- 2-enyloxy)phenyl substituent at C-1 participated in both intramolecular [8π+2π] and [4π+2π] cycloadditions to afford heterocycle-fused chromanes. The microwave-induced rearrangements of 3-[2-(prop-2-ynyloxy)phenyl]-1H,3Hpyrrolo[ 1,2-c]thiazoles afforded chiral 3-(2H-chromen-8-yl)- 1H,3H-pyrrolo[1,2-c]thiazoles.
4? Participation of 1-Aza-1,3-butadienes in Cycloaddition Reactions: Intramolecular Diels-Alder Reactions of α,β-Unsaturated N-Sulfonylimines
Boger, Dale L.,Corbett, Wendy L.
, p. 2068 - 2074 (1993)
The 4? participation of α,β-unsaturated N-sulfonylimines in intramolecular Diels-Alder reactions with unactivated dienophiles is detailed in studies which further extend the scope of the cycloaddition reactions of this new class of 1-aza-1,3-butadienes.Similar to observations made in the intermolecular cycloaddition reactions, a strong endo diastereoselectivity (>20:1) was observed to dominate in the cycloaddition reaction of 5b versus 5a and 5c.This endo specific reaction may be attributed to the combination of a pronounced, stabilizing secondary orbital interaction and preferred cycloaddition through an anti-endo transition state in which the lone pair on nitrogen and the C-aryl bond of the dienophile lie trans periplanar to one another benefiting from stabilization analogous to the ground-state anomeric effect.
MACROCYCLIC COMPOUNDS USEFUL AS CHITINASE INHIBITORS
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Paragraph 0127; 0180-0181; 0193, (2021/07/29)
The present invention relates to macrocyclic compounds of formula (I) and their use as chitinase inhibitors as well as to pharmaceutical compositions and methods of preparation thereof. The compounds can in particular be used in the treatment, prevention and/or amelioration of asthma.
SUBSTITUTED CHROMANES, ANALOGS THEREOF, AND METHODS OF USE AND SYNTHESIS
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Paragraph 0162; 0185-0186, (2021/01/25)
Disclosed are chromane compounds, analogs thereof, and methods of their synthesis and use. The compounds may be synthesized by methods involving reductive annulations of arylidene malonates with unsaturated electrophiles using photoredox/Lewis acid cooperative catalysis. The compounds may be formulated in a pharmaceutical composition for treating one of the aforementioned diseases or disorders.
CHEMOSENSOR AND A METHOD OF DETECTING PALLADIUM IONS
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Paragraph 0046; 0149, (2020/12/25)
A palladium selective chemosensor based on a fluorescein-allyloxy benzene scaffold and a method of detecting palladium ions in a fluid sample with the chemosensor, whereby the fluid sample is contacted with a solution that includes water and the chemosensor to form a mixture. An ultraviolet visible absorption profile and/or a fluorescence emission profile of the mixture is measured to determine a presence or absence of palladium ions in the fluid sample, wherein the chemosensor has an ultraviolet visible absorption peak at 315 to 325 nm and a fluorescence emissions peak at 380 to 400 nm in the solution, and wherein a bathochromic shift in the ultraviolet visible absorption peak to 338 to 342 nm in the mixture and/or a bathochromic shift in the fluorescence emissions peak to 530 to 550 nm in the mixture indicates the presence of palladium ions in the fluid sample.