23600-77-3Relevant academic research and scientific papers
How much does the hybridization of a carbon atom affect the transmission of the substituent effect on the chemical shift?
Jeong, Eun Jeong,Lee, In-Sook Han
, p. 295 - 299 (2015/03/03)
1H and 13C NMR spectra of aryl esters of propionic acid, acrylic acid, and propiolic acid were systematically examined to find out the substituent effect on the chemical shift. The values of the chemical shift of the carbonyl carbon showed an inverse correlation with the Hammett ?3 values, and the magnitude of the slope was the largest with the propiolates. The ?± carbons of acrylates and propiolates also showed an inverse correlation with much smaller values of the slopes than those of the carbonyl carbons; but those of the propionates showed absolutely no correlation. However, the ?2 carbons of acrylates and propiolates showed normal correlation with larger values of the slopes. The signs and the magnitudes of the slopes may be understood by the transmission of the substituent electronic effect through bonds as well as through space. The propiolyloxy group also showed a significantly large effect on the 13C chemical shift values of the benzene ring.
Intramolecular ketone-olefin radical cyclization with low-valent titanium reagent: Synthesis of benzopyrans
Nayak, Sandip K.,Bhatt, Suchitra,Roy, Kshama
scheme or table, p. 2969 - 2975 (2010/11/05)
A novel protocol for intramolecular ketyl-olefin radical cyclization with low-valent titanium reagent is outlined. It allows the formation of the benzopyran nucleus from ortho-allyloxy propiophenones as the sole product in moderate yields via intramolecular radical cyclization. Copyright Taylor & Francis Group, LLC.
Benzopyrans
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, (2008/06/13)
A compound of the formula: STR1 or a pharmaceutically acceptable salt thereof, wherein X is O, S or NH; R and R1 are each independently selected from H and C1 -C4 alkyl or taken together represent C2 -C6 alkylene; R2 is H or C1 -C4 alkyl; R3 is a 6-membered heterocyclic ring containing 2N hetero-atoms, said ring being linked to X by a ring carbon atom, optionally benzo-fused and optionally substituted, including in the benzo-fused portion, by C1 -C6 alkyl, hydroxy, --OR5, halo, --S(O)m R5, oxo, amino, --NHR5, --N(R5)2, cyano, --CO2 R5, --CONH2, --CONHR5 or --CON(R5)2, with the proviso that R3 is not an N--(C1 -C6 alkyl)pyridonyl group; R4 is phenyl substituted by a hydroxy group and optionally further substituted by 1 or 2 substitutents each independently selected from hydroxy, C1 -C6 alkyl, --OR5, halo, cyano and nitro; R5 is C1 -C6 alkyl; R6 is --OR5, --NHR5, --N(R5)2, --SR5 or --NHR9 ; R7 is cyano; R8 is --OR5, --NHR5, --N(R5)2, or --NHR9 ; R9 is phenyl optionally substituted by C1 -C6 alkyl, hydroxy, --OR5, halo, cyano or nitro; and m is 0, 1 or 2.
BENZOPYRANES AS POTASSIUM CHANNEL OPENERS
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, (2008/06/13)
The present invention relates to compounds of formula (I) and the pharmaceutically acceptable salts thereof, wherein the dashed line represents an optional covalent bond; X is O, NH, S or a direct link; R. sup.3 is hydroxy when the dashed line does not represent a covalent bond and R 3 is absent when the dashed line represents a covalent bond; R. sup.4 is (a), when X is O, a group of formula (i), (b), when X is O, NH or S, optionally substituted hydroxyphenyl, (c) an optionally substituted 4-to 7-membered heterocyclic ring, or (d), when X is NH, a group of formula (ii). The compounds are useful for the treatment of disease associated with the altered tone or motility of smooth muscle. STR1
