2012
DOI: 10.1016/j.tetlet.2012.07.069
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An ecofriendly approach to the synthesis of 2-imino- and 2-oxo-3-phenylsulfonyl-2H-chromenes

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Cited by 14 publications
(4 citation statements)
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“…The easily available starting materials including alkynoates 178 and sulfonylhydrazides 179 were coupled via the direct difunctionalization strategy in the presence of TBAI and TBHP as the catalyst and oxidant, respectively. This procedure is generally convenient for the synthesis of 3-sulfonated coumarins as compared to the previously developed methods, [179][180][181][182][183] which possess several limitations including harsh reaction conditions, low chemical yields and tedious work-up procedures. The reaction scope was reasonably broader, tolerating several electron-poor and electron-rich substrates effectively; however, the reactivity was stalled by steric factors leading to trace amounts of the desired compounds.…”
Section: Synthesis Of Oxygen-containing Heterocyclesmentioning
confidence: 99%
“…The easily available starting materials including alkynoates 178 and sulfonylhydrazides 179 were coupled via the direct difunctionalization strategy in the presence of TBAI and TBHP as the catalyst and oxidant, respectively. This procedure is generally convenient for the synthesis of 3-sulfonated coumarins as compared to the previously developed methods, [179][180][181][182][183] which possess several limitations including harsh reaction conditions, low chemical yields and tedious work-up procedures. The reaction scope was reasonably broader, tolerating several electron-poor and electron-rich substrates effectively; however, the reactivity was stalled by steric factors leading to trace amounts of the desired compounds.…”
Section: Synthesis Of Oxygen-containing Heterocyclesmentioning
confidence: 99%
“…Br in 80% and 81% yield, respectively (entries 8 and 9). Because the phenylsulfonyl group is present in many biologically and pharmacologically active compounds, [9][10][11] we also examined the reactions of 2-(phenylsulfonyl)acetonitrile with 2-hydroxychalcones, and we obtained the corresponding products 5j-o in 79-86% overall yields (entries 10-15). 1 H NMR spectroscopy showed that these products consisted of mixtures of two diastereoisomers in an approximate molar ratio of 5:1.…”
Section: Mk-2 Inhibitormentioning
confidence: 99%
“…Our research group is actively engaged in developing multicomponent reaction protocols for accessing diverse scaffolds particularly 4-heterocycle-substituted-4H-chromene with inherent exibility for incorporating appendages including replacing the benzene ring of chromene moiety by heterocyclic ring, by innovative design and synthesis of building blocks. [28][29][30][31][32][33][34] Herein we disclose the design ( Fig. 1) and synthesis of hybrid heterocyclic's by simultaneous incorporation of substituent's at 3 and 4 positions of 4H-chromenes in an efficient three component reaction (Fig.…”
Section: Introductionmentioning
confidence: 99%